Tag: M.W=100-200

Related Products of 1462-12-0, A common heterocyclic compound, 1462-12-0, name is Diethyl 2-ethylidenemalonate, molecular formula is C9H14O4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: Isatin Schiff base 2 (22.2 mg, 0.1 mmol), the corresponding electrophile (0.2 mmol), and catalyst I (6.0 mg, 0.01 mmol) were stirred in toluene or 1,2-DCE (0.3 mL) at the reported temperature for the appropriate time (Tables 2 and 3). In the case of the reactions carried out at 2 or -25 C, the reaction vessel containing the reagents and the solvent were cooled prior to mixing together. The reactions were followed by TLC (CH2Cl2-EtOAc, 20:1). The hydrolysis was carried out in situ by adding a mixture of THF and 10% aq HCl (3:1, 1 mL) with vigorous stirring for 15-20 min. The reaction mixture was transferred to separatory funnel, diluted with H2O (10 mL), and extracted with CH2Cl2 (3 × 10 mL). The combined extracts were dried (MgSO4), concentrated, and the product was isolated by column chromatography. The racemic standards were obtained by the same procedure using 1 equiv of K2CO3 as catalyst. After the completion of the reaction, the mixture was separated from K2CO3, hydrolyzed, and purified in the same manner.

The synthetic route of 1462-12-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; ?ari, Sergei; Metsala, Andrus; Kudrjashova, Marina; Kaabel, Sandra; Jaerving, Ivar; Kanger, Tonis; Synthesis; vol. 47; 6; (2015); p. 875 – 886;,
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14062-29-4, name is Ethyl 2-(3-chlorophenyl)acetate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: Ethyl 2-(3-chlorophenyl)acetate

A solution of freshly prepared lithium diisopropylamide (23 mL of 0.31M stock solution, 7.13 mmol) cooled to -78 C. was treated with (3-chloro-phenyl)-acetic acid ethyl ester (1.28 g, 6.48 mmol) in tetrahydrofiran/hexamethylphosphoramide (16.1 mL, 3:1). The resulting solution was stirred at -78 C. for 45 min. At this time, the reaction was treated with a solution of iodomethylcyclopentane (1.50 g, 7.13 mmol) in hexamethylphosphoramide (1 mL). The reaction mixture was stirred at -78 C. for 4 h. The reaction was warmed to 25 C. and stirred at 25 C. for 16 h. The reaction mixture was then quenched by the dropwise addition of a saturated aqueous ammonium chloride solution (20 mL). This mixture was poured into water (100 mL) and extracted with ethyl acetate (3*50 mL). The organics were dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 75/25 hexanes/ethyl acetate) afforded 2-(3-chloro-phenyl)-3-cyclopentyl-propionic acid ethyl ester (1.70 g, 93%) as a yellow oil: EI-HRMS m/e calcd for C16H21ClO2 (M+) 280.1230, found 280.1238.

The synthetic route of 14062-29-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bizzarro, Fred Thomas; Corbett, Wendy Lea; Grippo, Joseph Francis; Haynes, Nancy-Ellen; Holland, George William; Kester, Robert Francis; Sarabu, Ramakanth; US2001/39344; (2001); A1;,
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Adding a certain compound to certain chemical reactions, such as: 191478-99-6, name is Methyl 4-amino-2,6-difluorobenzoate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 191478-99-6, Quality Control of Methyl 4-amino-2,6-difluorobenzoate

Phenylmethanethiol (80.0 g, 645 mmol) was dissolved in anhydrous tetrahydrofuran (600 ml), and 60% sodium hydride (45.0 g, 1.13 mol) was added thereto, followed by stirring at room temperature for 30 minutes. To this reaction solution, 5-bromo-2-chloropyridine (123 g, 640 mmol) was added, followed by stirring at room temperature for 3 hours. The reaction solution was diluted with water, followed by extraction with diethyl ether. The extraction liquids were combined, washed with a saturated aqueous sodium hydrogen carbonate solution and saturated aqueous sodium chloride, and dried over anhydrous sodium sulfate. Then, the solvent was removed. A compound (250 g, 0.90 mol) obtained by repeating the-above described process was suspended in a mixture solvent of acetic acid (2250 ml) and water (750 ml), and N-chlorosuccinimide (340 g, 2.60 mol) was added thereto, followed by stirring at room temperature for 2 hours. The reaction solution was diluted with water, followed by extraction with methylene chloride. The extraction liquids were combined, washed with a saturated aqueous sodium hydrogen carbonate solution and water, and dried over anhydrous sodium sulfate. Then, the solvent was removed. The obtained residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate=30:1). The obtained compound (47.0 g, 185 mmol) and methyl 4-amino-2,6-difluorobenzoate (26.0 g, 139 mmol) were suspended in methylene chloride (1000 ml), and pyridine (30 ml) was added thereto, followed by stirring at room temperature for 12 hours. The reaction solution was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate=4:1) to obtain the title compound (50 g, 15% over three steps). [0183] 1H NMR (d-DMSO, 400 MHz): delta 8.92 (d, J=1.6 Hz, 1H), 8.41-8.38 (m, 1H), 8.07 (d, J=8.4 Hz, 1H), 6.93 (d, J=10 Hz, 2H), 3.81 (s, 3H).; MS (ESI) m/z 407 (M+H)+

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; AJINOMOTO CO., LTD.; Ueno, Hirokazu; Yamamoto, Takashi; Takashita, Ryuta; Yokoyama, Ryohei; Sugiura, Toshihiko; Kageyama, Shunsuke; Ando, Ayatoshi; Eda, Hiroyuki; Eviryanti, Agung; Miyazawa, Tomoko; Kirihara, Aya; Tanabe, Itsuya; Nakamura, Tarou; Noguchi, Misato; Shuto, Manami; Sugiki, Masayuki; Dohi, Mizuki; US2015/51395; (2015); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 3681-71-8, name is cis-3-Hexenyl acetate, A new synthetic method of this compound is introduced below., Safety of cis-3-Hexenyl acetate

A mixture of (Z)-hex-3 -en- 1 -yl acetate(4) 9m (0.124 g, 0.87 mmol), aminating agent la (0.208 g, 1.04 mmol), and Rh2(esp)2 (6.6 mg, 1 mol%) was stirred at rt in CF3CH2OH (8 mL). Three additional portions of catalyst (6.6 mg, 1 mol %) were added every 12 h thereafter for a total of 26.4 mg (35 //mol, 4 mol%). After a total of 51 h, the reaction mixture was quenched and chromatographically purified on a CombiFlash system using 80-100% EtOAc/hexanes as eluent to afford the title tetrahydrofuran as a viscous oil (84 mg, 61%) obtained as a mixture of diastereomers (>95:5). TLC: Rf~ 0.3 (80% EtOAc/hexanes); XH NMR (400 MHz, CDC13) (major diastereomer) delta 4.23 (ddd, J= 8.7, 6.7, 4.3 Hz, 1H), 3.77-3.67 (m, 2H), 3.58-3.50 (m, 1H), 3.19 (br s, 1H), 1.92 (s, 3H), 1.87-1.68 (m, 2H), 1.63-1.37 (m, 2H), 0.90 (t, J= 7.5 Hz, 3H); 13C NMR (101 MHz, CDC13) delta 163.98, 82.16, 72.85, 58.89, 38.28, 28.28, 14.04, 9.84; HRMS (ESI+) Calcd. for [C8Hi5N02+H]+ 158.1 176, Found 158.1173; IR (neat) 3272, 2963, 2935, 1668 cm”1.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ESS, Daniel, Halsell; FALCK, John, Russell; JAT, Jawahar, Lal; URTI, Laszlo; WO2015/103505; (2015); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 111-79-5, name is Methyl non-2-enoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 111-79-5

[0080] Example 7 – Hydrogenation of esters using complexes 1[0081] tBuOK (15 mg, 0.13 mmol) was added to a solution of complex 1 (51 mg, 0.10 mmol) in 10 mL of THF and the mixture was stirred for 3 min. 1 mL of the obtained solution was mixed with methyl benzoate (2.72 g, 20.0 mol) or other desired substrate in 6 mL of THF or toluene. The mixture was then placed into a 75 mL stainless-steel reactor (Parr 4740) equipped with a magnetic stir bar. The reactor was purged by two cycles of pressurizati on/venting with H2 (150 psi, 10 Bar) and then pressurized with H2 (725 psi, 50 Bar) and disconnected from the H2 source. The reaction was conducted for 1.5 h at 100 C in a preheated oil bath. At the end of the reaction time, the reactor was placed into a cold water bath and it was depressurized after cooling to the ambient temperature. The product benzyl alcohol was obtained after evaporation of all volatiles (THF, CH3OH) under vacuum. The results are shown in tables 1-4 below. See table 2 for a complete list of tested substrates.

The synthetic route of 111-79-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GOUSSEV, Dmitri; SPASYUK, Denis; WO2013/23307; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 25081-39-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 25081-39-4, name is Methyl 3,5-dimethylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step CC: (R)-3-(3,5-dimethylbenzoyl)-4-methyldihydrofuran-2-one To a solution of (R)-4-methyldihydrofuran-2-one (1.68 g in 40 mL dioxane) were added 5.51 g 3,5-dimethylbenzoic acid methyl ester followed by 1.82 g sodium hydroxide and the mixture heated to reflux on an oil bath. After 3 hours, the mixture was cooled to room temperature and the pH neutralized by the addition of 0.5N hydrochloric acid. The mixture was then extracted with ethyl acetate and the organic portion washed with brine and dried over sodium sulfate. Purification of the concentrate by flash chromatography on silica gel (hexane:ethyl acetate, 9:1) gave the title compound (2.42 g).

The synthetic route of Methyl 3,5-dimethylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US6017944; (2000); A;; ; Patent; Merck & Co., Inc.; US6159975; (2000); A;; ; Patent; Merck & Co., Inc.; US5985901; (1999); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 14920-81-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 14920-81-1, name is Methyl 2,6-dimethylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of methyl 2,6-dimethylbenzoate (described in J. Am. Chem. Soc., 99, 6405 (1977); 23.4 g, 143 mmol) in dichloroethane (200 ml) were added N-bromosuccinimide (25.46 g, 143 mmol) and alpha,alpha’-azobisisobutyronitrile (234.8 mg, 1.43 mmol), and the mixture was irradiated with visible light (tungsten lamp, 375 W) for 1 hour. After cooling the reaction mixture, the precipitated material was filtered off, and the solvent was distilled off under reduced pressure. The obtained oily residue was subjected to chromatography on a silica gel (200 g) column (eluent; ethyl acetate : hexane = 1 : 10) to give an oily mixture containing ca. 50% methyl 2-(bromomethyl)-6-methylbenzoate. The mixture was dissolved in dimethyl sulfoxide (150 ml), and sodium acetate (16.4 g, 0.2 mol) was added thereto. The resulting mixture was stirred at room temperature for 2 hours, then a saturated aqueous solution of ammonium chloride was added thereto, and the product was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride, and the solvent was distilled off under reduced pressure to give an oily residue. The residue was subjected to chromatography on a silica gel (200 g) column (eluent; ethyl acetate : hexane = 1 : 10 ~ 1 : 3) to give methyl 2-(acetoxymethyl)-6-methylbenzoate (8.09 g, more than 80% content) as a colorless oil. The obtained methyl 2-(acetoxymethyl)-6-methylbenzoate was used for the following reaction without further purification. NMR spectrum (400 MHz, CDCl3) delta ppm: 2.07 (3H, s), 2.38 (3H, s), 3.92 (3H, s), 5.15 (2H, s), 6.99-7.12 (3H, m). Methyl 2-(acetoxymethyl)-6-methylbenzoate obtained above was dissolved in methanol (80 ml), and potassium carbonate (251.5 mg, 1.8 mmol) was added thereto. The mixture was stirred at room temperature for 2 hours, then a 2N aqueous solution of hydrochloric acid (3 ml) was added thereto, and the solvent was distilled off under reduced pressure. The obtained solid residue was dissolved in ethyl acetate, and the solution was washed with a saturated aqueous solution of sodium chloride and then the solvent was distilled off under reduced pressure. The solid residue was subjected to chromatography on a silica gel (100 g) column (eluent; ethyl acetate : hexane = 1 : 2) to afford 7-methyl-1(3H)-isobenzofuranone (5.18 g, more than 80% content). The obtained 7-methyl-1(3H)-isobenzofuranone was used for the following reaction without further purification. NMR spectrum (400 MHz, CDCl3) delta ppm: 2.71 (3H, s), 5.23 (2H, s), 7.25-7.30 (2H, m), 7.56 (1H, t, J=8 Hz). A solution of the 7-methyl-1(3H)-isobenzofuranone obtained above in tetrahydrofuran (80 ml) was cooled to 0C, and lithium borohydride (1.90 g, 87.2 mmol) was added thereto. The mixture was stirred at 60C for 2 hours, then cooled to 0C, and a 2N aqueous solution of hydrochloric acid (50 ml) was added dropwise. The product was extracted with ethyl acetate, and the solvent was evaporated under reduced pressure to give an oily residue. The residue was subjected to chromatography on a silica gel (75 g) column (eluent; ethyl acetate : hexane = 2 : 1 ? 1 : 0) to afford the title compound (4.17 g, 19% total yield from methyl 2,6-dimethylbenzoate) as an oil. NMR spectrum (400 MHz, CDCl3) delta ppm: 2.45 (3H, s), 4.76 (2H, s), 4.79 (2H, s), 7.17-7.22 (3H, m) IR spectrum nu max CHCl3 cm-1: 3605, 1469, 1380, 1002 Mass spectrum m/z (EI): 152 (M+).

The synthetic route of Methyl 2,6-dimethylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sankyo Company, Limited; EP1362856; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 87661-20-9,Some common heterocyclic compound, 87661-20-9, name is tert-Butyl cyclopropanecarboxylate, molecular formula is C8H14O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 4ATert-Butyl(+/-)-1-(4-bromopentyl)cyclopropanecarboxylate 21.2 ml (52.7 mmol) of a 2.5 M solution of n-butyllithium in n-hexane were added dropwise to a solution, cooled to -78 C., of 7.4 ml (52.7 mmol) of diisopropylamine in 20 ml of abs. THF. During the addition, the reaction temperature was kept below -60 C. After 30 min of stirring at -60 C. to -70 C., this solution was added dropwise to a solution, cooled to -78 C., of 5.0 g (35.2 mmol) of tert-butyl cyclopropanecarboxylate and 16.2 g (70.3 mmol) of 1,4-dibromopentane in 20 ml of abs. THF. After the end of the addition, cooling was removed and the mixture was slowly warmed to RT with stirring. After a further 4 h of stirring at RT, the reaction mixture was added to saturated aqueous ammonium chloride solution. The mixture was extracted three times with dichloromethane. The combined organic phases were dried over magnesium sulfate and concentrated under reduced pressure. The product was purified by chromatography on silica gel (mobile phase gradient cyclohexane/dichloromethane 50:1 to 5:1). This gave, in two batches, in total 5.73 g (53.6% of theory) of the target compound.MS (DCI): m/z=308/310 (M+NH4)+.GC-MS (Method 1): Rt=4.82 min; m/z=234 (M-C4H8)+.1H-NMR (400 MHz, DMSO-d6): delta=4.29 (q, 1H), 1.78-1.71 (m, 2H), 1.67 (d, 3H), 1.65-1.43 (m, 4H), 1.39 (s, 9H), 0.98 (m, 2H), 0.67 (m, 2H).

The synthetic route of 87661-20-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; US2012/28971; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 25081-39-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 25081-39-4 name is Methyl 3,5-dimethylbenzoate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

3-Bromomethyl-5-methyl-benzoic acid methyl ester (LW003036B) and 3,5-Bis- bromomethyl-benzoic acid methyl ester (LWO03036C); To a solution of methyl 3,5-dimethylbenzoate (15.0 g, 89.52 mmol) in carbon tetrachloride (molecular sieves 4 A dried, 150 mL) was added finely powdered N- bromosuccinimide (16.1 g, 89.52 mmol) and benzoyl peroxide (> 97%, 200 mg). The light yellow suspension was then refluxed which turned into a light orange suspension after about 10 min. When the colour of the suspension returned to light yellow again about 45 min later, the reflux was terminated. After cooling to room temperature, the suspension was filtered and the filter cake collected was washed with ether (5 x 30 mL). The combined filtrates were evaporated to give a clear bright yellow liquid (22.9 g) which was fractionated by flash chromatography (silica: 700 g; eluent: ethyl acetate/hexane, 1 : 10 to 1 : 1). The second fraction that collected upon evaporation gave LW003036B as a translucent pale yellow oil (13.32 g, 54.79 mmol, 61%) whereas the third fraction gave LW003036C as white fluffy needle-shaped crystals (1.99 g, 3.08 mmol, 7%). LW003036B: Rf: 0.27 (ethyl acetate/hexane, 1: 8), c. f. 0.39 (S.M.) No.H (270 MHz, CDC13) 2.39 (3H, s, Ar-CH3), 3.90 (3H, s, COOMe), 4.47 (2H, s, CH2Br), 7.39 (1H, slightly broad s, Ar), 7.78 (1H, slightly broad s, Ar) and 7.85 (1H, s, Ar). LRMS (FAB+): 443.3 (17), 398.3 [25, (M81Br+H+NBA) +], 243.1 [100, (M79Br+H)+], 163.1 [83, (M79Br-79Br) +], 85.1 (54). HRMS (FAB+) : 243.00124 C10H12O2Br requires 243.00207 LW003036C: Rf: 0.20 (ethyl acetate/hexane, 1:8), c.f. 0.39 (S.M.) m. p. 100-103 C [Lit.l (from column), 95-97 C] (at) Liu P, Chen Y, Deng J, Tu Y. An efficient method for the preparation of benzylic bromides. Synthesis 2001,14: 2078- 2080. No.H (400 MHz, CDC13) 3.93 (3H, s, OCH3), 4.49 (4H, s, 2 x CH2), 7.60 (1H, t, J- 1.7 Hz, C4-H) and 7.97 (2H, d, J- 2.0 Hz, C2-H and C6-H).; 3-Bromomethyl-5-methyl-benzoic acid methyl ester (LW003015B) and 3,5-Bis- bromomethyl-benzoic acid methyl ester (LWO03015C); To a solution of methyl 3,5-dimethylbenzoate (5.57 g, 33.24 mmol) in carbon tetrachloride (molecular sieves 4 A dried, 50 mL) was added finely powdered N- bromosuccinimide (5.98 g, 33.24 mmol) and benzoyl peroxide (No. 97%, 100 mg). The light yellow suspension was then refluxed which turned into a light orange suspension after about one hour. When the colour of the suspension returned to light yellow again about 30 min later, the reflux was terminated. After cooling to room temperature, the suspension was filtered and the filter cake collected was washed with ether (5 x 30 mL). The combined filtrates were evaporated to give a clear bright yellow liquid (8.15 g) which was fractionated by flash chromatography (silica: 300 g; eluent: ethyl acetate/hexane, 1 : 10; flow rate: ca. 30 mL/min). The first fraction collected was the starting material (998 mg). The second and third fractions collected were respectively LW003015B as a translucent pale yellow oil (4.90 g, 20.16 mmol, 61%) and LW003015C as white fluffy needle-shaped crystals (990 mg, 3.08 mmol, 9%). LW003015B Rf: 0.27 (ethyl acetate/hexane, 1: 8), c. f. 0.39 (S.M.) No.H (270 MHz, CDC13) 2.39 (3H, s, Ar-CH3), 3.90 (3H, s, COOMe), 4.47 (2H, s, CH2Br), 7.39 (1H, slightly broad s, Ar), 7.78 (1H, slightly broad s, Ar) and 7.85 (1H, s, Ar). LRMS (FAB+) : 443.3 (17), 398.3 [25, (M81Br+H+NBA) +], 243.1 [100, (M79Br+H)+], 163.1 [83, (M79Br-79Br) +], 85.1 (54). HRMS (FAB+): 243.00124 ClOH1202Br requires 243.00207. LW003015C Rf: 0.20 (ethyl acetate/hexane, 1: 8), c. f. 0.39 (S.M.) m. p. 100-103 C [Lit. (at) (from column), 95-97 C] (at) ¹ Liu P, Chen Y, Deng J, Tu Y. An efficient method for the preparation of benzylic bromides. Synthesis 2001,14: 2078- 2080. No.H (400 MHz, CDC13) 3.93 (3H, s, OCH3), 4.49 (4H, s, 2 x CH2), 7.60 (1H, t, J- 1.7 Hz, C4-H) and 7.97 (2H, d, J- 2.0 Hz, C2-H and C6-H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3,5-dimethylbenzoate, and friends who are interested can also refer to it.

Reference:
Patent; STERIX LIMITED; WO2005/118560; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 1202-25-1, The chemical industry reduces the impact on the environment during synthesis 1202-25-1, name is Methyl 4-dimethylaminobenzoate, I believe this compound will play a more active role in future production and life.

PREPARATION 10i 1-(4-N,N-Dimethylaminophenyl)-1-methylethylamine Following a procedure similar to that described in Preparation 10a, but using methyl 4-N,N-dimethylaminobenzoate as a starting material, in a relative amount similar to that used in that Preparation, the title compound was obtained in a yield of 48%. Nuclear Magnetic Resonance Spectrum (CDCl3), delta ppm: 1.48 (6H, singlet); 1.70 (2H, broad singlet); 2.95 (6H, singlet); 6.65-6.80 (2H, multiplet); 7.30 (2H, doublet, J=9 Hz). Infrared Absorption Spectrum (liquid film), numax cm-1: 2960, 1615, 1525, 815.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 4-dimethylaminobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sankyo Company, Limited; US5536714; (1996); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics