Category: esters-buliding-blocks

Related Products of 82782-85-2, These common heterocyclic compound, 82782-85-2, name is Methyl 4H-thieno[3,2-b]pyrrole-5-carboxylate, 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: A solution of pyrrole 1 (0.20 g, 1.10 mmol) in anhydrous THF (2 ml) was added to a stirred suspension of NaH (55.0 mg, 2.29 mmol) (pre-rinsed with anhydrous hexane from a 55% dispersion in mineral oil) in anhydrous THF (10 ml) under an argon atmosphere, and the mixture was stirred for 30 min. Then a solution of iodomethane (0.14 ml, 2.19 mmol) in THF (5 ml) was added dropwise, and the mixture was stirred at 40C until the starting pyrrole was consumed (TLC control). The mixture was cooled and quenched with saturated NH4Cl solution, the product was extracted with CH2Cl2 (3×20 ml). The solvent was evaporated, the residue was purified by column chromatography on SiO2 (light petroleum-ethyl acetate, 5:1.

Statistics shows that Methyl 4H-thieno[3,2-b]pyrrole-5-carboxylate is playing an increasingly important role. we look forward to future research findings about 82782-85-2.

Reference:
Article; Torosyan, Seda A.; Zagitov, Vadim V.; Gimalova, Fanuza A.; Biglova, Raisa Z.; Miftakhov, Mansur S.; Mendeleev Communications; vol. 28; 2; (2018); p. 192 – 194;,
Ester – Wikipedia,
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Related Products of 39149-80-9, 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. 39149-80-9, name is tert-Butyl 2-bromopropanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

a) 1-(1-tert-Butoxycarbonyl-ethyl)-1H-pyrrole-2-carboxylic Acid Methyl Ester A 60% suspension of sodium hydride in mineral oil (0.704 g, 17.6 mmol) was added to anhydrous N,N-dimethylformamide (40 mL). 1H-Pyrrole-2-carboxylic acid methyl ester (2.0 g, 16 mmol) was dissolved in anhydrous N,N-dimethylformamide (8 mL) and added dropwise to the solution containing the sodium hydride over a period of 2 min. Effervescence was observed and the mixture was stirred for 30 min. 2-Bromo-propionic acid tert-butyl ester (4.0 g, 19.2 mmol) was added and the mixture was stirred at 80 C. for 45 min. Upon cooling to 25 C., the mixture was poured into 1.0 M aqueous hydrochloric acid solution (200 mL) and the product was extracted into ethyl acetate (200 mL). The organic phase was washed with saturated aqueous brine solution (50 mL), dried over magnesium sulfate and concentrated in vacuo. Purification by flash column chromatography (Merck silica gel 60, 40-63 muM, 10% ethyl acetate in hexanes) afforded the desired product, 1-(1-tert-butoxycarbonyl-ethyl)-1H-pyrrole-2-carboxylic acid methyl ester (3.8 g, 15 mmol, 94% yield) as clear oil. 1H NMR (400 MHz, CDCl3) delta: 1.45 (9H, s), 1.72 (3H, d, J=6.9 Hz), 3.79 (3H, s), 5.77 (1H, quartet, J=7.4 Hz), 6.18-6.20 (1H, m), 6.98-7.04 (2H, m).

The synthetic route of tert-Butyl 2-bromopropanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ruebsam, Frank; Dragovich, Peter; US2008/227774; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 773873-95-3,Some common heterocyclic compound, 773873-95-3, name is Methyl 2,2-difluorobenzo[d][1,3]dioxole-5-carboxylate, molecular formula is C9H6F2O4, 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.

To a stirred solution of methyl 2,2-difluorobenzo[d][1,3]dioxole-5-carboxylate (1.0 g, 4.63 mmol) in MeOH (20 mL) at 0 C was added hydrazine hydrate solution (0.277 mL, 6.94 mmol). The reaction mixture was stirred at RT for 18 hrs. LC-MS showed product and some starting material. Thus , more hydrazine hydrate solution (0.1 mL) was added and the mixture was stirred at RT. After 2 days, LC-MS showed that starting material was still present. More hydrazine hydrate solution (0.277 mL, 6.94 mmol) was added, and the reaction mixture was stirred for 3 days. LC-MS then showed that the reaction was complete. The reaction mixture was concentrated. The initial product was washed with water, filtered and dried under vacuo to give 2,2-difluorobenzo[d][1,3]dioxole-5- carbohydrazide (1.0 g, 4.63 mmol, 100 % yield). 1H NMR (500 MHz, CDCl3) delta 7.50 – 7.60 (m, 2 H), 7.13 (d, J=8.07 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2,2-difluorobenzo[d][1,3]dioxole-5-carboxylate, its application will become more common.

Reference:
Patent; AMGEN INC.; CHEN, Ning; CHEN, Yinhong; DEBENEDETTO, Mikkel V.; DRANSFIELD, Paul John; HARVEY, James S.; HEATH, Julie Anne; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; PATTAROPONG, Vatee; SWAMINATH, Gayathri; YEH, Wen-Chen; KREIMAN, Charles; (308 pag.)WO2018/93579; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 39149-80-9, These common heterocyclic compound, 39149-80-9, name is tert-Butyl 2-bromopropanoate, 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.

[0151] To a solution of 3-chloro-4-methylaniline (400 mg, 2.83 mmol) in acetone (35 mL) was added tert-butyl 2-bromopropanoate (890 mg, 4.26 mmol), KI (940 mg, 5.66 mmol), and K2CO3 (781 mg, 5.66 mmol). The mixture was heated at 60C under N2 then filtrated and concentrated. The residue was purified using silica gel eluting with PE/EA (2: 1) to give tert-butyl 2-((3-chloro-4-methylphenyl)amino)propanoate (151 mg, 19% yield).

The synthetic route of 39149-80-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOTHERYX, INC.; CHAN, Kyle W.H.; CHOURASIA, Aparajita Hoskote; ERDMAN, Paul E.; FUNG, Leah; MERCURIO, Frank; SULLIVAN, Robert; (86 pag.)WO2019/241274; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 57486-68-7,Some common heterocyclic compound, 57486-68-7, name is Methyl 2-chlorophenylacetate, molecular formula is C9H9ClO2, 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.

To a stirred solution of the Methyl 2-chlorophenylacetate (0,86 ml; 5,31 mmol) in dichloromethane (10,2 ml; 159 mmol) are added N- bromosuccinimide (1.04 g; 5.84 mmol) and azobisisobutyronitrile (43,6 mg; 0,27 mmol) at room temperature and the mixture is stirred at 100 C for 16 h under argon atmosphere. The reaction mixture is cooled down to room temperature. The mixture is diluted with diethyl ether and filtered. The filtrate is evaporated to dryness. The oily residue containing solid succinimid is diluted with heptane and filtered again. The solvent is removed to afford Bromo-(2-chloro-phenyl)-acetic acid methyl ester (1.38 g; 4.56 mmol; 86 % of theory). 1H NMR (500 MHz, Chloroform-d) delta 7.69 (dd, J = 7.6, 1.8 Hz, 1H), 7.31 (dd, J = 7.6, 1.7 Hz, 1H), 7.24 (td, J = 7.6, 1.7 Hz, 1H), 7.21 (dd, J = 7.5, 1.8 Hz, 1H), 5.84 (s, 1H), 3.74 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-chlorophenylacetate, its application will become more common.

Reference:
Patent; MERCK PATENT GMBH; DOBELMANN-MARA, Lars; RIEDMUELLER, Stefan; SCHRAUB, Martin; (166 pag.)WO2018/149853; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 618-89-3,Some common heterocyclic compound, 618-89-3, name is Methyl 3-bromobenzoate, molecular formula is C8H7BrO2, 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.

2- (3-Bromo-phenyl)-propan-2-ol :; The 3-bromo-benzoic acid methyl ester (1.0 g, 4.7 mmol) in tetrahydrofuran (10 mL) was brought to-78 C followed by the addition of methyl magnesium bromide (7.7 mL, 10.81 mmol) and warmed to room temperature and stirred for 17 h. The mixture was poured into sat NH4Cl and extracted with ethylacetate. The organic extracts were combined, washed with brine, dried over magnesium sulfate and chromatographed on silica gel using 04% methanol/dichloromethane to afford colorless oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-bromobenzoate, its application will become more common.

Reference:
Patent; AMGEN INC.; WO2005/70932; (2005); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 792-74-5, These common heterocyclic compound, 792-74-5, name is Dimethyl [1,1′-biphenyl]-4,4′-dicarboxylate, 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.

Example 2 [[1,1′-trans, trans-Bicyclohexyl]-4,4′-diylbis[4,2-oxazoldiyl(2S)-2,1-pyrrolidinyl[(1S)-1-(1-methylethyl)-2-oxo-2,1-ethanediyl]]]bis-carbamic acid dimethyl ester 20 4,4′-Dimethyl biphenyl-4,4′-dicarboxylate 20.1 (9 g, 33 mmol) was hydrogenated in AcOH (100 ml) in the presence of 10percent Pd/C (3 g) and Rh2O3 (0.15 g) at 250° C. for 16 h and pressure of 60-20 atm H2. After that the mixture was filtered off, evaporated at reduced pressure, excess of 10percent K2CO3 solution in water was added and the mixture was extracted with CHCl3. Organic layer was evaporated, it gave 9 g (96percent) of compound 20.2. 1H NMR (CDCl3): 3.67 (s); 3.65 (s) (total 6H, 2Me) 2.56 (1H, br.s) 2.20 (br.t., 1H) 2.0 (m, 4H) 1.80 (br.t, 2H) 1.5-1.0 (m, 12H).

Statistics shows that Dimethyl [1,1′-biphenyl]-4,4′-dicarboxylate is playing an increasingly important role. we look forward to future research findings about 792-74-5.

Reference:
Patent; Alla Chem LLC; Ivachtchenko, Alexandre Vasilievich; Bichko, Vadim Vasilievich; Mitkin, Oleg Dmitrievich; US2013/253008; (2013); 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. 110-42-9, name is Methyl decanoate, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of Methyl decanoate

EXAMPLE 8 14.8 g (0.083 mole) of triethylene glycol monoethyl ether was added dropwise to a mixture consisting of 1.6 g (0.042 mole) of sodium borohydride, 10 ml of xylene and 5 g (0.027 mole) of methyl caprate at 95 C. over two hours while agitating the mixture. Subsequently, the mixture was agitated at the same temperature for 1.5 hours. After cooling to room temperature, the mixture was neutralized with dilute sulfuric acid. As a result, n-decanol was obtained in 99% yield.

According to the analysis of related databases, 110-42-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kao Corporation; US5196601; (1993); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 24398-88-7, These common heterocyclic compound, 24398-88-7, name is Ethyl 3-bromobenzoate, 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.

The 3-morpholinobenzoyl chloride used as a starting material was prepared as follows: A mixture of ethyl 3-bromobenzoate (1.92 ml), morpholine (1.25 ml), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.336 g), sodium tert-butoxide (1.615 g) and tris(dibenzylideneacetone)dipalladium(0) (0.33 g) and toluene (25 ml) was stirred and heated to 90 C. for 18 hours under argon. The reaction mixture was allowed to cool to ambient temperature and extracted with 1N aqueous hydrochloric acid. The aqueous phase was basified with concentrated sodium hydroxide solution and extracted with ethyl acetate. The organic phase was dried (MgSO4) and evaporated. The residual oil was purified by column chromatography on silica gel using a 47:3 mixture of methylene chloride and methanol as eluent. There was thus obtained N-(3-morpholinobenzoyl)morpholine (0.45 g).

Statistics shows that Ethyl 3-bromobenzoate is playing an increasingly important role. we look forward to future research findings about 24398-88-7.

Reference:
Patent; AstraZeneca AB; US6579872; (2003); B1;; ; Patent; Zeneca Limited; US6498274; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 24398-88-7, The chemical industry reduces the impact on the environment during synthesis 24398-88-7, name is Ethyl 3-bromobenzoate, I believe this compound will play a more active role in future production and life.

ethyl-4′-methoxy-biphenyl-3-carboxylate (3b) Preparation according to AV1. To the solution of ZnBr2 (0.67 mL, 1.5 M in THF) and NEP (0.17 mL), 4-methoxyphenyl magnesium bromide (1.57 mL, 0.83 M in THF) was added dropwise and then the catalyst solution (0.08 mL) and ethyl-3-bromobenzoate (229 mg, 1.00 mmol) was added. This solution was stirred for 1 hour at room temperature. The conventional reprocessing and purification by column chromatography (pentane/ether 9:1) yielded 3b as a colourless oil (234 mg, 91%).1H NMR (CDCl3, 300 MHz, 25 C.): delta=8.26 (s, 1H), 8.00-7.97 (m, 1H), 7.73-7.70 (m, 1H), 7.56 (d, J=8.8 Hz, 2H), 7.46 (t, J=7.7 Hz, 1H), 6.99 (d, J=8.7 Hz, 2H), 4.41 (q, J=7.1 Hz, 2H), 3.83 (s, 3H), 1.41 (t, J=7.1 Hz, 3H).13C NMR (CDCl3, 75 MHz, 25 C.): delta=166.5, 159.4, 140.9, 132.5, 130.9, 130.8, 128.6, 128.1, 127.6, 127.1, 114.2, 60.9, 55.2, 14.2.IR (KBr): 2981 (w), 1717 (vs), 1610 (m), 1518 (s), 1439 (m), 1367 (w), 1300 (s), 1249 (vs), 1182 (m), 1109 (s), 1049 (m), 1030 (m), 834 (m), 758 (s), 574 (w).MS (70 eV, EI), m/z (%): 256 (100, M+), 241 (9), 228 (11), 211 (20), 183 (10), 168 (6), 139 (12), 105 (3).HRMS m/z: calculated for C16H16O3: 256.1099; found: 256.1097.

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, Ethyl 3-bromobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; knochel, Paul; Gavriushin, Andrei; Kofink, Christiane Charlotte; Manolikakes, Georg; US2010/184977; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics