Author: Jessica.F

Application of 143165-48-4, 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. 143165-48-4, name is Ethyl 2-(3-chloropropoxy)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

RF = 0.33 (cyclohexane/ethyl acetate 8:2). The 3-iodo-propoxy-acetic acid ethyl ester was prepared in analogy to Example 4 d) from 3-cloro-propoxy-acetic acid ethyl ester (Suomen Kemistilehti 17 B, 17 (1944), cf. CA 40, 6491 (1946)). Boiling point0.65: 85C.

The synthetic route of Ethyl 2-(3-chloropropoxy)acetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Aktiengesellschaft; US3984459; (1976); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 915213-54-6, name is Ethyl 2-(4,4-difluorocyclohexyl)acetate, molecular formula is C10H16F2O2, 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. category: esters-buliding-blocks

To a solution of ethyl 2-(4-oxocyclohexyl)acetate (0.4 g) in DCM (5 mL) was added Deoxo-Fluor (0.881 mL) and EtOH (0.038 mL). The reaction mixture was stirred at rt for 16 h and then diluted with sat. aHC03 and EtOAc. The organic phase was washed with water, sat. NaCl and dried over anhydrous Na2S04, filtered and dried to yield ethyl 2-(4,4-difluorocyclohexyl)acetate (0.4 g). To a solution of ethyl 2-(4,4-difluorocyclohexyl) acetate in THF/MeOH (2 mL) was added IN NaOH (1 mL), and the reaction mixture was stirred at rt for 16 h. The reaction mixture was concentrated, then diluted with EtOAc and acidified with IN HCl. The organic phase was washed with sat. NaCl, dried over anhydrous Na2S04, filtered and concentrated to yield 2-(4,4-difluorocyclohexyl)acetic acid as a yellow solid. 1H NMR (400 MHz, DMSO-i) ppm 12.13 (1 H, br. s.), 2.06 – 2.28 (3 H, m), 1.92 – 2.03 (1 H, m), 1.72 – 1.91 (4 H, m), 1.31 – 1.48 (1 H, m), 1.10 – 1.31 (2 H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 915213-54-6, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HEWAWASAM, Piyasena; LOPEZ, Omar D.; TU, Yong; WANG, Alan Xiangdong; XU, Ningning; KADOW, John F.; MEANWELL, Nicholas A.; GUPTA, Samayamunthula Venkata Satya Arun Kumar; KUMAR, Indasi J. Gopi; PUNUGUPATI, Suresh Kumar; BELEMA, Makonen; WO2015/5901; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 29006-01-7, name is Methyl 4-methoxybutanoate, 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. Recommanded Product: 29006-01-7

Example 25 A solution of methyl 4-methoxybutanoate (1.0 g, 7.57 mmol) in THF (20 mL) was treated with a solution of LiOH (0.362 g, 15.13 mmol) in H2O (5 mL) and stirred at RT for 16 h. The mixture was concentrated to dryness, acidified with 2M HCl, diluted with H2O, extracted with EtOAc (2×) and the combined organics were washed with brine, dried over Na2SO4 and concentrated to dryness to afford 4-methoxybutanoic acid (860 mg, 96%) as a viscous oil. 1H NMR (400 MHz, DMSO-d6): delta 12.02 (s, 1H), 3.28 (t, J=6.4 Hz, 2H), 3.19 (s, 3H), 2.21 (t, J=7.4 Hz, 2H), 1.69 (m, 2H).

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

Reference:
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Caldwell, Timothy Malcolm; Kaufman, Michael D.; Patt, William C.; Samarakoon, Thiwanka; Vogeti, Lakshminarayana; Yates, Karen M.; US2014/275080; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 85920-63-4, These common heterocyclic compound, 85920-63-4, name is 5-(1-Hydroxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione, 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.

Enaminone 15 (3.0 g, 15.7 mmol, 1.0 equiv.) and freshly ground acyl Meldrum’s acid (8.76 g, 47.1 mmol, 3.0 equiv.) were dissolved in toluene (157 mL) and the solution was heated to reflux for 45 min. Removal of the volatiles yielded a brown semisolid. The crude material was purified using acidified silica gel* and 7:1 hexanes: ethyl acetate as the eluent to afford 14 as a white solid (1.55?g, 6.73?mmol, 43%).

The synthetic route of 85920-63-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Eliasen, Anders M.; Chin, Matthew R.; Axelrod, Abram J.; Abagyan, Ruben; Siegel, Dionicio; Tetrahedron; vol. 74; 26; (2018); p. 3238 – 3245;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 146307-51-9, name is trans-Methyl 4-((tert-butoxycarbonyl)amino)cyclohexanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., name: trans-Methyl 4-((tert-butoxycarbonyl)amino)cyclohexanecarboxylate

Step 2: Trans-tert-butyl 4-(hydroxymethyl)cyclohexylcarbamateMethyl trans-4-(tert-butoxycarbonylamino)cyclohexanecarboxylate (55.5 g, 216 mmol) was suspended in ethanol (900 ml) and THF (100 ml) and the mixture was cooled to 5C. Granular calcium chloride (47.9g, 431 mmol) was added portionwise to give a milky suspension. Sodium borohydride (32.6 g, 863 mmol) was added portionwise over 25 mins at 5C. The reaction mixture (white emulsion) was stirred at 5C for 1 hour, the water bath was removed and then the reaction mixture was allowed to warm to room temperature and stirred at room temperature overnight. The reaction mixture was cooled to 10C and 5% potassium carbonate (200 ml) was added dropwise until the pH of the solution was pH11. A colourless precipitate formed which was filtered off. The solid was stirred with ethyl acetate (2000 ml) and water (500 ml). The organic layer was separated and washed with 0.5M HCI (200 ml), then washed with water (2 x 200 ml) and saturated brine (100 ml). The organic solution was dried over anhydrous MgS04, filtered and evaporated to give a white solid The solid was dried under high vacuum overnight to constant weight; [M+H]+230.

According to the analysis of related databases, 146307-51-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ATKINSON Benjamin; BEATTIE David; CULSHAW Andrew James; DEVEREUX Nicholas James; MCKENNA Jeffrey; DALE James; WO2011/92293; A1; (2011);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 1070-64-0,Some common heterocyclic compound, 1070-64-0, name is Ethyl 6,8-dichlorooctanoate, molecular formula is C10H18Cl2O2, 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.

600 kg (2.48 kmol) racemic 6,8-dichloroethyl caprylate and 78 kg (2.43 kmol, 0.98 equiv.) sulphur in 576 kg ethanol were placed in a 6 m3 reactor with stirrer, metering pump, pressure and internal temperature measurement and also jacket heating. At an internal temperature of 110 C. and a pressure of 0.35 MPa, 2062 kg of an aqueous sodium sulphide solution (12.3 wt. %) comprising 253.6 kg Na2S (3.24 kmol, 1.31 equiv.) was metered in uniformly with stirring over a period of 85 min. The reaction mixture was stirred for another 120 min at 110 C. Then 508 g of a solution of sodium borohydride (12 wt. %) in sodium hydroxide solution (40 wt. %) comprising 61.0 kg NaBH4 (1.61 kmol, 0.65 equiv.) was metered in uniformly within 90 min. at 70 C. The ethanol contained was distilled off from the reaction mixture to the greatest possible extent, and thereupon a further 253 kg of a solution of sodium borohydride (12 wt. %) in sodium hydroxide solution (40 wt. %) comprising 30.4 kg NaBH4 (0.80 kmol, 0.32 equiv.) added over a period of 60 min. at 70 C. Once addition had taken place, the mixture was heated to boiling and stirred further for 30 min. at this temperature. After cooling, 540 kg MTBE was added and the batch was acidified to a pH value of 2.6 to 3.0 by adding 1454 kg (12.3 kmol) hydrochloric acid (31 wt. %). The organic phase was separated off and the organic solvent was distilled off completely without a vacuum. 506 kg of a yellow liquid was obtained, with a content of 94.0 wt. % dihydrolipoic acid and a polymer content of 5.6 wt. % (corresponds to a yield of 91.8% of theory).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 6,8-dichlorooctanoate, its application will become more common.

Reference:
Patent; ALZCHEM TROSTBERG GMBH; SCHNAPPERELLE, Ingo; WINKLER, Stephan; SANS, Juergen; THALHAMMER, Franz; (7 pag.)US2019/276396; (2019); 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

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 19376-57-9, name is Methyl 4,4,4-trichlorobutanoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 19376-57-9

To a stirred solution of methyl 4,4,4-trichlorobutanoate 2 (1.35 g, 6.57 mmol) in DCM (30 mL) at -78 C was added DIBAL-H (6.57 mL, 6.57 mmol, 1.0 M in hexanes) at a rate of 1.0 mL/min. The reaction mixture was stirred at -78 C for 1 h. After successive addition of MeOH (7 mL), HC1 (25 mL, 1 M) and Rochelle salt solution (25 mL, 1 M), the reaction mixture was stirred at room temperature for another 1 h. The separated organic layer was washed with brine, dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The crude residue was purified by silica gel flash chromatography eluting with hexanes/EtOAc (20:1) to afford 4,4,4-trichlorobutanal 3 (1.15 g, 5.78 mmol) as a colourless oil in a yield of 88 %. ?H NMR (400 MHz, CDC13) S9.85 (br. s., 1H), 3.03-3.11 (m, 2H), 2.96-3.02 (m, 2H); ?3CNMR(100 MHz, CDC13) S 198.5, 98.9, 47.5, 41.2.

According to the analysis of related databases, 19376-57-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRITISH COLUMBIA CANCER AGENCY BRANCH; THE UNIVERSITY OF BRITISH COLUMBIA; YAN, Luping; ANDERSEN, Raymond, J.; SADAR, Marianne, Dorothy; MAWJI, Nasrin, R.; BANUELOS, Carmen, Adriana; WO2015/184393; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 24393-53-1, 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. 24393-53-1 name is (E)-Ethyl 3-(4-bromophenyl)acrylate, 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.

A method for constructing a quaternary carbon ring by visible light catalysis [2+2] reaction, comprising the following steps: The ruthenium complex 1 is used as a visible light catalyst, and 1.3 mg of the catalyst is added to 2 mL of 1,2-dichloroethane.0.2 mmol of (E)-ethyl-3-p-bromophenyl acrylate (corresponding R2 is p-bromophenyl, R3 is ethoxy), 1.0 mmol of 1,1-diphenylethylene (corresponding R1 is benzene) The base, R2 is a phenyl group) wherein the concentration of the visible light catalyst is 1.0 x 10-3 M. Pass argon for ten minutes,Then, with 450 nm ± 10 nm Blue LEDs, the light was illuminated in an argon atmosphere at 25 C for 5 h.After the reaction is completed, it is directly dried and separated by a column. Nuclear magnetic resonance spectrum, carbon spectrum,Mass spectrometryThe compound is a racemic ethyl-(2R)-2-(p-bromophenyl)-3,3-diphenyl-cyclobutyl-1-carboxylate.The conversion of the starting material was 100% and the yield of the cyclobutane product was 85%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (E)-Ethyl 3-(4-bromophenyl)acrylate, and friends who are interested can also refer to it.

Reference:
Patent; Chinese Academy Of Sciences Physics And Chemistry Technology Institute; Wu Lizhu; Lei Tao; Zhao Leimin; Zhou Chao; Liu Zan; Tong Zhenhe; (89 pag.)CN108623425; (2018); A;,
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