Category: esters-buliding-blocks

2065-23-8, name is Methyl 2-phenoxyacetate, 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: Methyl 2-phenoxyacetate

To a solution of 55 mg (1.00 mmol) of propargyl amine (2), in dry MTBE (2 mL) in a screwcapSchlenk vessel, were added 1.5 mmol of the methyl ester 1 (for experimental details seeTable 1) and Novozyme 435 (50 % w/w of corresponding ester substrate used) and thereaction was shaken in an incubating shaker at 45 C for 4 or 24 h (depending upon the natureof ester used). After the reaction time, the enzyme beads were filtered off and the filtrate wassubjected to column chromatography on silica gel (n-hexane/ethylacetate 1:1 or 2:1) to obtainthe pure product 3.

The synthetic route of 2065-23-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hassan, Sidra; Tschersich, Roxanne; Mueller, Thomas J.J.; Tetrahedron Letters; vol. 54; 35; (2013); p. 4641 – 4644;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 75567-84-9, name is Methyl 3-(4-bromophenyl)propanoate, 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. name: Methyl 3-(4-bromophenyl)propanoate

To a 100 mL two-neck flask were added (R) -tert-butyl 3-oxohexahydroimidazo [1, 5-a] pyrazine-7 (1H) -carboxylate (228 mg, 0.95 mmol) , methyl 3- (4-bromophenyl) propionate (230 mg, 0.95 mmol) , tris (dibenzylideneacetone) dipalladium (87 mg, 0.095 mmol) , 2-di-tert-butylphosphino-2′, 4′, 6′-triisopropylbiphenyl (80 mg, 0.19 mmol) , cesium carbonate (0.62 g, 1.89 mmol) and 1, 4-dioxane (10 mL) . The mixture was stirred at 90 for 2 hours, and concentrated in vacuo. The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 1/1) to give the title compound as a white solid (171 mg, 45%) . MS (ESI, pos. ion) m/z: 426.1 [M+Na] +.

The synthetic route of Methyl 3-(4-bromophenyl)propanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Xinchang; REN, Qingyun; YAN, Guanghua; GOLDMANN, Siegfried; ZHANG, Yingjun; (253 pag.)WO2019/76310; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

349-43-9, A common heterocyclic compound, 349-43-9, name is Ethyl 2-fluoropropionate, molecular formula is C5H9FO2, 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.

LDA (2.0 M, 36 mL) was added to the solution of ethyl 2- fluoropropanate (7.23 g) and acetaldehyde (13.5 mL) in ether (100 mL) at-78 °C. After the addition finished the reaction flask was kept in ice bath and gradually warm to room temperature. The reaction was quenched with aqueous ammonium chloride after overnight stirring. The aqueous phase was extracted with ether and the combined organic phase was dried over sodium sulfate. The solvent was stripped off and the residue was distilled in vacuo to give 541-YJ-97 (4.22 g).

The synthetic route of 349-43-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EISAI CO. LTD.; WO2003/76424; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 443-26-5, 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. 443-26-5, name is Ethyl 2-fluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 2-fluoro-benzoic acid ethyl ester (200 mg; 1.19 mmol; 10 eq.), (1 H-imidazol- 2-ylmethyl)-dimethyl-amine (149 mg; 1.19 mmol; 1 eq.) and cesium carbonate (775 mg; 2.38 mmol; 2 eq.) in DMSO (3 mL) was stirred at 120C for 16 hours. The mixture was diluted with EA, washed with water (3x), dried over magnesium sulfate and concentrated in vacuo to afford the title compound (58 mg, 18%) as a white solid. HPLC (max plot) 95.7%; RM .80 min.

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 2-fluorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GMBH; SWINNEN, Dominique; MONTAGNE, Cyril; POMEL, Vincent; QUATTROPANI, Anna; MOLETTE, Jerome; GERBER, Patrick; WO2013/91773; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 454-31-9,Some common heterocyclic compound, 454-31-9, name is Ethyl 2,2-difluoroacetate, molecular formula is C4H6F2O2, 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.

109 g (0.88 mol) of ethyl alpha, alpha-difluoroacetate was added to a stainless steel pressure-proof reaction vessel,0.107 g (0.18 mmol) of a ruthenium catalyst represented by the following formula42 g of sodium methoxide 28% methanol solution (0.22 mol of sodium methoxide)Methanol 290mL,The reactor was replaced with hydrogen 5 times,The hydrogen pressure was set to 1.0 MPa,After stirring at 15 C for 8 hours,React.After 19F-NMR analysis of the reaction, the conversion of alpha, alpha-difluoroacetic acid ethyl ester was 65%, and the selection of DFAL-EtOHThe rate is 91%. 19F-NMR was quantified with the internal standard substance alpha, alpha, alpha-trifluorotoluene.To the reaction solution was added 13.2 g (0.22 mol) of acetic acid,Then adjusting the pH to 8, judging that it is substantially neutral,Abort add.The liquid was directly distilled (bottom temperature ~ 66 C,Decompression degree ~ 2.1 kPa) to obtain a methanol solution containing DFAL-EtOH.The solution was distilled (theoretical plates 35 plates,Distillation temperature 92 ,Decompression degree ~ 35kPa) Most of the methanol separation.To a still pot (bottom) were added 96 g (2.08 mol) of ethanol,Continue distillation,45.9 g of DFAL-EtOH was obtained as a fraction.

The synthetic route of 454-31-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Center Xiaozi Co., Ltd.; Mu Cunzhenren; Qiu Yejinye; Wu Tianjiangzhang; Tian Zhongyishu; Teng Benyalong; (13 pag.)CN107438592; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 140-39-6, name is p-Tolyl Acetate, A new synthetic method of this compound is introduced below., Computed Properties of C9H10O2

General procedure: A one-necked flask was charged with CuI (10 mg, 0.05 mmol), NaOt-Bu (376 mg, 4.0 mmol), S8 (16 mg, 0.5 mmol), phenolic ester (1 mmol), anhyd DMF (2 mL) under an inert atmosphere. The mixture was magnetically stirred and heated at 120 C for the appropriate reaction time (Table 6). After completion of the reaction, the mixture was cooled to r.t. H2O (4 mL) was added and the product was extracted with EtOAc (3 × 4 mL) and dried (anhyd Na2SO4). Evaporation of the solvent and purification by column chromatography on silica gel (n-hexane/EtOAc) gave the desired symmetrical diaryl sulfides in 75-93% yields.

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:
Article; Rostami, Abed; Rostami, Amin; Ghaderi, Arash; Gholinejad, Mohammad; Gheisarzadeh, Sajedeh; Synthesis; vol. 49; 22; (2017); p. 5025 – 5038;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 56441-97-5, name is Methyl 4-(benzyloxy)-3-methoxybenzoate, 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 56441-97-5, Recommanded Product: 56441-97-5

A 250 mL, round-bottomed flask with a stirring bar, a solution of 4-hydroxy-3-methoxybenzoic acid (20 g, 118.94 mmol) was added slowly to a solution of methanol (100 mL) and concentrated sulfuric acid (10 mL). After being stirred for 12 h at reflux, saturated solution of sodium bicarbonate was added to adjust the pH to 7. Dichloromethane was added and the mixture was then filtered and the organic phase evaporated on a rotary evaporator and to obtain the compound 2 (20.37 g, 94 %). Compound 2 (20.4 g, 111.98 mmol) was added into a 500 mL, round-bottomed flask with a stirring bar, then benzyl bromide (18 mL), potassium carbonate (22 g, 156.8 mmol), DMF (200 mL) were added. It was stirred for 6 h at 80 C. Then the reaction system was poured into right amount of water, white solid (3) was obtained by filtration (28.97 g, 95 %). Compound 3 (16.54 g, 60.74 mmol) was dissolved in CH3COOH (50 mL) and then added into a 250 mL, round bottomed flask with a stirring bar. Then HNO3 (25 mL) was added into the system slowly to keep the temperature of the reaction above 5 C. The reaction temperature was raised to 50 C and kept for another 2 h. After that the system was poured into water and pale yellow solid (I) was obtained6-8 (18.3 g, 95%, m.p.: 134-135 C).

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:
Article; Wang, Kai; Zhang, Xiu-Qin; Zhu, Jian; Chen, Qiang; Zhang, Zhong-Qiang; Fan, Li; Asian Journal of Chemistry; vol. 27; 7; (2015); p. 2647 – 2650;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 23062-51-3, name is Methyl 4-bromobicyclo[2.2.2]octane-1-carboxylate, molecular formula is C10H15BrO2, 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. SDS of cas: 23062-51-3

Methyl 4- bromobicyclo [2.2.2]octane-l-carboxylate (17.0 g, 69.0 mol) was refluxed in aqueous sodium hydroxide solution (1500 mL, 1 %) for 24 h. After cooling, the reaction solution was acidified with hydrochloric acid (6 N, 100 mL) and extracted with diethyl ether (6 x 500 mL). The combined ether layers were dried over magnesium sulfate and concentrated to afford the title compound (10.4 g, 61.1 mmol, 89 % yield), which was used in the next step without further purification. MS (ESI) m/z 169.2 [M-H]~.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 23062-51-3, its application will become more common.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; BENNETT, Brydon, L.; ELSNER, Jan; ERDMAN, Paul; HILGRAF, Robert; LEBRUN, Laurie, Ann; MCCARRICK, Meg; MOGHADDAM, Mehran, F.; NAGY, Mark, A.; NORRIS, Stephen; PAISNER, David, A.; SLOSS, Marianne; ROMANOW, William, J.; SATOH, Yoshitaka; TIKHE, Jayashree; YOON, Won, Hyung; DELGADO, Mercedes; WO2012/145569; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 35418-07-6, name is Methyl 3-(4-aminophenyl)propanoate, 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 35418-07-6, Computed Properties of C10H13NO2

General procedure: To a solution of 3a (1 g) in ethanol was added Pd/C (5%, 0.1 g) and the mixture was stirred for 24 hrs at room temperature in a hydrogen atmosphere under atmospheric pressure. Insoluble matters were removed using Celite, and the filtrate was concentrated in vacuo to give the desired product 4a (0.76 g) as a yellow solid. To a solution of carboxylic acid (1 equiv) in CH2Cl2 (15 mL) at 0 C was added DMAP (1 equiv) and EDCI (1 equiv). The reaction mixture was stirred at 0 C for 45 minutes. At this time 4a (1 equiv) was added and the mixture was warmed to room temperature and stirred overnight. The resulting mixture was concentrated in vacuo, partitioned between 1.0 M HCl (20 ml) and ethyl acetate (3×20 mL). The combined organic layers were washed with brine (2 × 15 ml), dried over Na2SO4, filtered and concentrated in vacuo. The crude residue was purified by silica gel chromatograph using a mixture of petroleum ether/ethyl acetate (20 : 5, v/v) as eluent to afford the product as a white solid. To a solution of the obtained solid (1 equiv) in 2:3:1 THF/MeOH/H2O (18 ml) was added LiOH·H2O (1.5 equiv). After stirring at room temperature for 4 h, the volatiles were removed under reduced pressure. The residue was acidified with 1N hydrochloric acid solution, and then filtered and the filter cake was washed with 5 mL of water, dried in vacuum to afford a white powder. Recrystallization from 75% EtOH gave the desired compounds 2-17 as white solid.

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-(4-aminophenyl)propanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yang, Jianyong; Li, Zheng; Li, Huilan; Liu, Chunxia; Wang, Nasi; Shi, Wei; Liao, Chen; Cai, Xingguang; Huang, Wenlong; Qian, Hai; Bioorganic and Medicinal Chemistry; vol. 25; 8; (2017); p. 2445 – 2450;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 1000342-11-9, name is Methyl 3-amino-5-bromo-2-methylbenzoate, A new synthetic method of this compound is introduced below., Application In Synthesis of Methyl 3-amino-5-bromo-2-methylbenzoate

The 2-methyl-3-amino-5-bromobenzoic acid methyl ester (1.5g, 6 . 1mmol) dissolved in 15 ml chloroform, by adding potassium acetate (0.63g, 6 . 4mmol) and acetic anhydride (1.26g, 12 . 3mmol), stirring the mixture at room temperature for 12 hours. Then added tert-butyl nitrite (2.53g, 24 . 6mmol) and 18-crown -6 (0.57g, 2 . 15mmol), 65 C lower stirring 3 hours. After finishing the reaction, cooling to room temperature, add saturated sodium bicarbonate aqueous solution and dichloromethane, separating, sodium sulfate drying, extraction, concentration to obtain the product.

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; Sichuan Univeristy; Yu, Luoting; Wei, Yuquan; (54 pag.)CN105037360; (2016); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics