Esters-buliding-blocks

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. 474709-71-2, name is Ethyl 4-bromo-2-fluorobenzoate, A new synthetic method of this compound is introduced below., name: Ethyl 4-bromo-2-fluorobenzoate

EXAMPLE 73 4-Bromo-2-ethoxy-benzoic acid ethyl ester Sodium (1.815 g, 78.9 mmol, Aldrich) was cut into small pieces and added to ethanol (100 mL). After all the pieces were dissolved, the clear solution was added to a solution of ethyl 4-bromo-2-fluoro-benzoate (13 g, 52.6 mmol) in ethanol (20 mL) cooled to 0 C. The ice bath was then removed and the mixture was stirred at room temperature for 12 h. The reaction mixture was concentrated in vacuo, and the residue was taken in water and 20% ethyl acetate-hexane. The organic layer was washed with saturated solution of sodium bicarbonate, brine, and dried over anhydrous sodium sulfate. The solids were filtered off, and the filtrate was concentrated in vacuo. Purification of the crude residue by flash chromatography (120 g of silica gel, eluding with 10-15% ethyl acetate in hexane) gave 4-bromo-2-ethoxy-benzoic acid ethyl ester as white solids (11.020 g, 77%).

The synthetic route of 474709-71-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ding, Qingjie; Graves, Bradford James; Kong, Norman; Liu, Jin-Jun; Lovey, Allen John; Pizzolato, Giacomo; Roberts, John Lawson; So, Sung-Sau; Vu, Binh Thanh; Wovkulich, Peter Michael; US2007/129416; (2007); A1;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 185629-32-7 as follows. name: Methyl 4-amino-3-fluorobenzoate

Example 79A Methyl 4-{[(6-bromo-5-chloro-3-methyl-2-phenylquinolin-4-yl)carbonyl]amino}-3-fluorobenzoate (0654) (0655) To a solution of 357 mg (0.84 mmol) of the compound from example 78A and 156 mg (0.92 mmol) of 158 methyl 4-amino-3-fluorobenzoate in 1.0 ml of 49 DMF under argon was added 0.84 ml (0.84 mmol) of a 1 M solution of 153 potassium tert-butoxide in 163 THF. The mixture was stirred at RT for 2.5 h. Subsequently, another 0.84 ml (0.84 mmol) of a 1 M solution of potassium tert-butoxide in THF was added, and stirring of the mixture was continued at RT overnight. Thereafter, the mixture was admixed with 30 ml of 10% 83 aqueous citric acid solution and 30 ml of 43 water. The precipitate formed was filtered off, washed twice with 10 ml of water and dried under reduced pressure. 289 mg of a 283 product batch were obtained, in which the title compound, by LC/MS analysis, was present in 4% purity (3% of theory). This material was used in subsequent reactions without further purification. (0656) LC/MS (Method 23, ESIpos): Rt=4.16 min, m/z=527/529 [M+H]+.

According to the analysis of related databases, 185629-32-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Pharma Aktiengesekkschaft; BECK, Hartmut; THALER, Tobias; KAST, Raimund; MEIBOM, Daniel; MEININGHAUS, Mark; TERJUNG, Carsten; DELBECK, Martina; LUSTIG, Klemens; MUENSTER, Uwe; OLENIK, Britta; (100 pag.)US2017/260140; (2017); A1;,
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Reference of 369-25-5, 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. 369-25-5 name is Methyl 3,4-difluorobenzoate, 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 mixture of 4-bromo-3-(1,3-dioxolan-2-yl)phenol (7.1 g, 29 mmol, 1 eq), methyl 3,4-difluorobenzorate (5 g, 29 mmol, 1 eq), potassium carbonate (6 g, 43.5 mmol, 1.5 eq) in DMF (29 mL). Reaction was stirred at 100 C. over night. TLC showed that reaction was completed. After cooling to room temperature, the residue was removed by filtration. The residue was washed with EtOAc. The organics were combined and concentrated via Rota vapor. The residue was poured into EtOAc and water. The organic layers was separated and washed with brine and dried over sodium sulfate anhydrous. Filter and concentrated to get methyl 4-(4-bromo-3-(1,3-dioxolan-2-yl)phenoxy)-3-fluorobenzoate as crude, light brown oil, which was used for next step without purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3,4-difluorobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; US2015/291629; (2015); A1;,
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Synthetic Route of 618-89-3, The chemical industry reduces the impact on the environment during synthesis 618-89-3, name is Methyl 3-bromobenzoate, I believe this compound will play a more active role in future production and life.

a. 3-Morpholin-4-yl-benzoic Acid Methyl Ester Following the procedure above except substituting “morpholine” for “pyrrolidine” and “methyl-3-bromobenzoate” for “methyl-4-bromobenzoate” gave the title compound: MS (M+H+): 222.

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

Reference:
Patent; Quibell, Martin; Taylor, Steven; Grabowska, Urszula; Nilsson, Magnus; Morrison, Veronique; US2003/186962; (2003); A1;,
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Electric Literature of 13195-64-7, 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. 13195-64-7, name is Diisopropyl malonate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: The catalyst 10a/10b (0.01 mmol) and aldehyde 1(0.1 mmol) were dissolved in ethanol (2.0 mL). The reactionmixture was stirred for about 10 min, and then malonate2 (1.0 mmol) and triethylamine (0.2 mmol) were added atroom temperature. After vigorous stirring for about 48-72 h,the reaction mixture was poured into water (3 mL) andextracted with ethyl acetate (3 ¡Á 15 mL). The organic fractionwas dried over anhydrous MgSO4and concentratedunder reduced pressure. The crude product was purified bycolumn chromatography to afford 3a-p as desired products.

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, Diisopropyl malonate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ashokkumar, Veeramanoharan; Siva, Ayyanar; Sankar, Balakrishnan; Journal of the Iranian Chemical Society; vol. 16; 9; (2019); p. 1939 – 1955;,
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Reference of 73792-08-2,Some common heterocyclic compound, 73792-08-2, name is Methyl 4-amino-2-fluorobenzoate, molecular formula is C8H8FNO2, 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.

[00471] Under an atmosphere of argon acetyl chloride (2.0 mL, 31 mmol) in dichloromethane (5 mL) was added dropwise to a stirred solution of 59 (2.0 g, 12 mmol) and Hunig’s base (8 mL, 48 mmol)) in dichloromethane (50 mL) at -10 C. The reaction was stirred for 1 hour then quenched with saturated sodium bicarbonate solution (50 mL). The mixture was extracted with dichloromethane (3 x 30 mL) and combined extracts dried with sodium sulfate. The mixture was concentrated under reduced pressure. Flash chromatography (ISCO system, silica, 0-100% ethyl acetate in hexane) provided 60 (2.07 g, 83%) as a solid: LRESIMS m/z 212.0 [M+H]+, calcd. for C10H11F1N1O3 212.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-amino-2-fluorobenzoate, its application will become more common.

Reference:
Patent; CALCIMEDICA, INC.; ROGERS, Evan; CAO, Jianguo; WANG, Zhijun; GREY, Jonathan; WHITTEN, Jeffrey, P.; WO2014/43715; (2014); 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. 653-92-9, name is Methyl 2-bromo-4-fluorobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: 653-92-9

To a mixture of methyl 2-bromo-4-fluorobenzoate (10.1 g, 43.34 mmol, 1.00 equiv) in THF (100 ml) with Cs2C03 (42 g, 128.91 mmol, 3.00 equiv) and Pd(dppf)CI2 (3.5 g, 4.78 mmol, 0.1 1 equiv) was added Et3B (1 M in tetrahydrofuran) (65 ml, 65 mmol, 1.50 equiv). The reaction mixture was stirred overnight at 80C. Water was added and the mixture was extracted with EA thrice. The combined extracts were washed with water, saturated brine and dried over anhydrous Na2S04, then concentrated and purified by chromatography on silica gel (1 :30 EA/PE) to yield methyl 2-ethyl-4- fluorobenzoate as a yellow oil.

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; JANSSEN PHARMACEUTICA NV; GAUL, Micheal; KUO, Gee-Hong; XU, Guozhang; LIANG, Yin; (218 pag.)WO2018/89449; (2018); A1;,
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Reference of 40872-87-5, These common heterocyclic compound, 40872-87-5, name is Methyl 3-amino-4-chlorobenzoate, 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 16: 4-Chloro-3-(cyclohexylaminocarbonylamino)benzoylguanidine hydrochloride was prepared from methyl 4-chloro-3-aminobenzoate and cyclohexyl isocyanate in accordance with variants 3 and 2 B. (Benzoic acid ester intermediate: colorless crystals, m.p. 158 C.) Colorless crystals, m.p. 223 C.

Statistics shows that Methyl 3-amino-4-chlorobenzoate is playing an increasingly important role. we look forward to future research findings about 40872-87-5.

Reference:
Patent; Hoechst Aktiengesellschaft; US5559153; (1996); A;,
Ester – Wikipedia,
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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. 5335-05-7, name is Chloromethyl benzoate, A new synthetic method of this compound is introduced below., Safety of Chloromethyl benzoate

b) Compound B59:To a solution of Compound B29 (1.06g, 3.19 mmol; Example 11 (c)) and silver carbonate (0.86 g, 3.19 mmol) in acetonitrile (25 mL) was added chloromethylbenzoate (2.73 mL, 16.0 mmol). The mixture was stirred for 4h at 600C and filtered over a pad of Celite. The cake was washed with acetonitrile (2x20ml). The filtrate was concentrated in vacuo and the residue was purified by silica gel chromatography (hexanes/ethyl acetate 90:10 to 50:50). Compound B59 (1.30 g, 97% yield) was obtained as a colorless oil. 1H NMR (CDCI3, 500 MHz) delta in ppm 1.24 (s, 6H), 1.26 (t, J=7.0Hz, 3H), 2.39 (quint, J=7.5Hz, 2H), 3.30 (t, J=7.0Hz, 2H), 3.44 (t, J=7.5Hz, 2H), 4.15 (q, J=7.5Hz, 2H), 4.19 (s, 2H), 6.07 (s, 2H), 7.50 (t, J=7.5Hz, 2H), 7.65 (t, J=7.5Hz, 1 H), 8.09 (d, J=7.0Hz, 2H).

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; BELLUS HEALTH (INTERNATIONAL) LIMITED; KONG, Xianqi; LEVENS, Nigel; BOUZIDE, Abderrahim; CIBLAT, Stephane; FRENETTE, Richard; RENAUD, Johanne; WO2011/17800; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 924-99-2 as follows. Recommanded Product: Ethyl 3-(dimethylamino)acrylate

General procedure: Ethyl 4-(4-chlorophenyl)-2-thioxo-1,2,3,4-tertahydropyrimidine-5-carboxylate 6a (Table 2, entry 1). To a mixture of thiourea 12a (23.0 mg, 0.302 mmol), 4-chlorobenzaldehyde 13a (63.0 mg, 0.448 mmol), and ethyl 3-dimethylaminoacrylate 9 (64.0 mg, 0.447 mmol) in anhydrous DMF (0.3 mL) was added anhydrous aluminum chloride (8.0 mg, 0.0600 mmol) at room temperature, and the reaction mixture was stirred at 110 C for 3 h. To the mixture was added EtOAc (10 mL) and 1 M HCl aqueous solution (5 mL), and the organic layer was separated. The aqueous layer was extracted with EtOAc (10 mL), and the combined organic layers were washed with water (5 mL) and brine (5 mL), dried over anhydrous MgSO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography [n-hexane-EtOAc (4:1 to 2:1)] to give 6a (78.9 mg, 0.266 mmol, 88%) as pale yellow crystals.

According to the analysis of related databases, 924-99-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Arai, Rie; Cho, Hidetsura; Gokurakuji, Yuki; Kikuchi, Hidetomo; Kubo, Takanori; Nakamura, Yuri; Nishimura, Yoshio; Sunaga, Katsuyoshi; Yuan, Bo; Tetrahedron Letters; (2020);,
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