Esters-buliding-blocks

Electric Literature of 35450-36-3, 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. 35450-36-3, name is Methyl 2-bromo-5-methoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

a) 2-[(E)-2-(3-Chlorophenyl)vinyl]-5-methoxybenzoic acid methyl ester To a stirred solution of 2-bromo-5-methoxybenzoic acid methyl ester (17.7 g, 72.2 mmol) and 3-chlorovinylbenzene (9.17 mL, 72.2 mmol) in anhydrous acetonitrile (180 mL) was added triethylamine (20.10 mL, 144 mmol) and tris(o-tolyl)phosphine (2.85 g, 9.38 mmol). The reaction mixture was sparged with argon for 5 min, palladium(II) acetate (1.62 g, 7.22 mmol) was added and the mixture heated at 85 C. under an argon atmosphere for 21 h. The product mixture was filtered through celite, concentrated in vacuo, the residue dissolved in ethyl acetate (400 mL) and washed with 1 N HCl (aq.) (200 mL) and brine (200 mL). The combined aqueous layers were back-extracted with ethyl acetate (200 mL). The ethyl acetate extracts were combined, dried (MgSO4) and concentrated under reduced pressure to give the crude 2-[(E)-2-(3-chlorophenyl)vinyl]-5-methoxybenzoic acid methyl ester as a red-brown, viscous oil which was used in the next step without further purification. Data for 2-[(E)-2-(3-chlorophenyl)vinyl]-5-methoxybenzoic acid methyl ester: 1H NMR (300 MHz, CDCl3): delta 7.91 (d, 1H), 7.63 (d, 1H), 7.49 (dd, 1H), 7.44 (d, 1H), 7.41 (ddd, 1H), 7.26 (d, 1H), 7.21 (ddd, 1H), 7.08 (dd, 1H), 6.83 (d, 1H), 3.94 (s, 3H), 3.86 (s, 3H) ppm.

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 2-bromo-5-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; N.V. Organon; US2008/64678; (2008); A1;,
Ester – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 927-68-4, name is 2-Bromoethyl acetate, 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 927-68-4, name: 2-Bromoethyl acetate

After dissolving ethyl imidazole-2-carboxylate (200 mg, 1.43 mmol) in 5 ml of N,N-dimethylformamide and adding cesium carbonate (931 mg, 2.85 mmol) for 0.5 h,Add 2-bromoethyl acetate (385mg, 2.14mmol), warm to 80 for 2h, complete the reaction by TLC, stop the reaction, cool to room temperature, dilute with water,Extract with ethyl acetate (3¡Á20 ml), combine the organic layers, wash with saturated brine, dry over anhydrous sodium sulfate, filter and concentrate to obtain crude product.Purified by column chromatography (PE: EA=3: 1) to give a pale yellow liquid, ie compound1-(2-acetoxyethyl)-1H-imidazole-2-carboxylic acid ethyl ester 26b (300 mg, yield 92.8%).

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; Sichuan University; Li Guobo; Wang Zhenling; (36 pag.)CN111253317; (2020); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 35450-36-3, name is Methyl 2-bromo-5-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 35450-36-3, Recommanded Product: 35450-36-3

Intermediate 11 :Methyl 2-bromo-5-methoxy benzoate (20.0 g, 81.61 mmol), tri methyl bo roxine (13.36 ml_, 97.93 mmol), Pd(dppf)CI2 (1.0 g, 1.36 mmol), dioxane (350 ml_), water (50 ml_), and Cs2CO3 (22.5 g, 163 mmol) were stirred at 11OC (oil bath) under nitrogen for 16 hours. After cooling, the solid was removed by filtration. The solution was concentrated and purified by SGC (10:1 EtOAc/hexanes) to give 11 (12.1 g, 80%). Mass calculated for formula C10H12NO3 , 180.20, observed LCMS m/z 181.20 (M+H).NMR (H1); 2.35(3H,CH3) 3.73(3H, – OCH3),3.88(3 H, CO2-CH3),6.86-7.5(m,3H,Aromatic)

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; SCHERING CORPORATION; WO2009/14637; (2009); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 144267-96-9, A common heterocyclic compound, 144267-96-9, name is Ethyl 3,4-difluorobenzoate, molecular formula is C9H8F2O2, 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.

A solution of the respective phenol and the benzoate derivative or, respectively, the carboxylic acid derivative of an aromatic 6-membered heterocycle having 1 or 2 N-atoms, as defined in connection with formula (I), or their substituted derivatives in an appropriate solvent, preferably a polar aprotic solvent, most preferably DMSO, and preferably under addition of anhydrous K2C03 , was stirred at a temperature between 80C and 120C depending on the substrate until the limiting reactant was fully converted. The reaction was guenched by addition of water, extracted with organic solvent (preferably Et20, EtOAc and DCM depending on the substrate). The combined organic layers were washed with sat. agueous NaCI solution, dried over Na2S04 and evaporated to dryness under reduced pressure. The crude product was purified by flash column chromatography to give the desired biarylether. (V138) General procedure A: Ethyl 3,4-difluorobenzoate (348 mg, 1.87 mmol, 1.00 eguiv), 4-(tert- butyOphenol (336 mg, 2.24 mmol, 1.20 eguiv) and K2C03 (388 mg, 2.80 mmol, 1.50 eguiv) in DMSO (2 ml_) were stirred at 100 C for 22 h. Purification by column chromatography (EtOAc/petroleum ether 1/40) gave the desired product as colourless oil (451 mg, 1.43 mmol, 76%); HRMS (ESI) m/z calcd. for C19H2203F+ [M+H]+ 317.1547, found: 317.1549; NMR (400 MHz, Chloroform-cO delta 7.85 (dd, J = 11.2, 2.0 Hz, 1H), 7.80 – 7.73 (m, 1H), 7.42 – 7.35 (m, 2H), 7.02 – 6.94 (m, 3H), 4.37 (q, J = 7.1 Hz, 2H), 1.39 (t, J = 7.1 Hz, 3H), 1.33 (s, 9H).

The synthetic route of 144267-96-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ECOLE POLYTECHNIQUE FEDERALE DE LAUSANNE (EPFL); REINMUELLER, Viktoria; ZHU, Jieping; (56 pag.)WO2017/158190; (2017); A1;,
Ester – Wikipedia,
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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. 23426-63-3, name is Methyl 2-bromo-2-methylpropanoate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C5H9BrO2

Step B; 2,5-Dimethyl-4-thiocyanato-phenol 72 (5.75 g, 32.1 mmol) is dissolved in acetonitrile (25 mL). Powdered cesium carbonate (15.32 g, 47.0 mmol) is added. Then 2- bromo-2-methyl-propionic acid methyl ester (4.50 mL, 34.8 mmol) is added and the mixture is stirred at 6O0C for 18 h. Filtration and concentration, followed by silica gel chromatography (0-50% ethyl acetate in hexanes) yielded 2-(2,5-dimethyl-4-thiocyanato- phenoxy)-2-methyl-propionic acid methyl ester 73 as an oil: 1H-NMR (400 MHz, CDCb) (rotamers are present; the data given is for the most abundant isomer) delta = 7.39 (s, IH), 6.50 (s, IH), 3.78 (s, 3H), 2.42 (s, 3H), 2.20 (s, 3H), 1.62 (s, 6H). MS calcd. for Ci4HnNNaO3S (MH-Na+) 302.1 , found 302.1.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 23426-63-3.

Reference:
Patent; IRM LLC; WO2007/56497; (2007); A1;,
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. 868-72-4, name is Dimethyl 2,5-dibromohexanedioate, A new synthetic method of this compound is introduced below., Application In Synthesis of Dimethyl 2,5-dibromohexanedioate

To a solution of dimethyl 2,5-dibromohexanedioate (SM-1) (100 g, 0.301 mol) in toluene and water (400 mL, 3:1) were added K2CO3 (49.88 g, 0.361 mol) and benzylamine (32.23 g, 0.301 mol). The reaction mixture was heated to 80 C under nitrogen atmosphere and stirred for 16 h. After completion of the reaction, the reaction mixture was cooled to room temperature and added EtOAc (200 mL). After stirring for 10 minutes, the organic layer was separated and washed with brine. The organic layer was dried over anhydrous Na SCL and concentrated under reduced pressure. The residue was purified by column chromatography eluting with 20% EtOAc/n-hexane to afford meso compound 1 (48 g, 57%) as a brown thick liquid along with 13 g of racemic compound. (0311) 7.19 (m, 5H), 3.83 (s, 2H), 3.48 (s, 6H), 3.42-3.36 (m, 2H), 2.09-1.98 (m, 2H), 1.94-1.83 (m, 2H). (0312) LCMS (ESI): m/z 277.9 [M++l]

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; APTINYX INC.; KHAN, M., Amin; (110 pag.)WO2019/152681; (2019); 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. 4224-69-5, name is Methyl 2-(bromomethyl)acrylate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C5H7BrO2

General procedure: A mixture of (E)-3-phenyl-2-[(toluene-4-sulfonylamino)methyl]-acrylic acid methyl ester (345 mg, 1.0 mmol), methyl 2-(bromomethyl)acrylate (269 mg, 1.5 mmol), and K2CO3(276 mg, 2.0 equiv) in DMF (3.0 mL) was stirred at room temperature for 5 h. After removal of the solvent and column chromatographic purification process (hexanes/Et2O, 5:1) compound 1a was obtained as a white solid, 401 mg (90%). Other compounds 1b-m were prepared analogously, and the spectroscopic data of 1a-m are as follows.

According to the analysis of related databases, 4224-69-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kim, Ko Hoon; Lim, Jin Woo; Moon, Hye Ran; Kim, Jae Nyoung; Bulletin of the Korean Chemical Society; vol. 35; 11; (2014); p. 3254 – 3260;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

46193-76-4, name is Ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate, 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. Product Details of 46193-76-4

To a solution of 4H-thiophene [3,2-b] pyrrole-5-carboxylic acid ethyl ester (4.24 g, 21.7 mmol) in DMF (20 mL) at room temperature was added K2CO3 (7.82 g, 56.6 mmol),Then iodomethane (2.52 g, 17.8 mmol) was added dropwise.The mixture was stirred at room temperature for 2 h.The reaction was quenched with water and extracted with EtOAc (3 ¡Á).The combined organic phases were washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure.The residue was purified by silica gel chromatography,Elution with 0-10% EtOAc in hexanes gave the title compound (3.96 g, 18.9 mmol, 87% yield).

The synthetic route of 46193-76-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Jiakesitu Drug Discovery Co., Ltd.; Beijing Jiakesi Drug Discovery Co., Ltd.; Fang Haiquan; Li Haijun; Yang Guiqun; Wang Yanping; Wu Lingjun; Li Qinglong; Du Yuelei; Zhang Lei; Hu Shaojing; (65 pag.)CN110407854; (2019); 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. 37466-90-3, name is Ethyl 3,4-diaminobenzoate, A new synthetic method of this compound is introduced below., SDS of cas: 37466-90-3

General procedure: A flask was charged with o-phenylenediamine (1a; 54 mg, 0.5 mmol), hexafluoroacetylacetone (2; 125 mg, 0.6 mmol), Fe(OTf)3 (25 mg, 0.05 mmol), DMF (2.0 mL). The reaction was stirred at 80 C for 24 h, when the reaction was complete monitored by TLC, the mixture was cooled to room temperature. Water (10 mL) was added to the mixure, and then extracted with EtOAc (3¡Á30 mL). The combined organic phase was washed with water, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the product 3a (92 mg, 99%) as yellow solid.

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; Zhou, Yanmei; Shen, Guanshuo; Sui, Yuebo; Zhou, Haifeng; Tetrahedron Letters; vol. 57; 30; (2016); p. 3396 – 3399;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 2396-84-1, These common heterocyclic compound, 2396-84-1, name is Ethyl sorbate, 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.

To a solution of diisopropyl amine (3.5 mL, 25.0 mmol) in dry THF (12 mL) cooled at -10 ¡ãC under a nitrogen atmosphere was added a solution of n-BuLi (10 mL, 2.5 M in hexanes, 25.0 mmol) followed by stirring for 30 min at the same temperature. The resultant LDA solution was then cooled to -78 ¡ãC, and, after adding HMPA (4 mL), was stirred for another 20 min at -78 ¡ãC.To the above prepared LDA-HMPA solution was added a solution of ethyl sorbate (8, 1.50 mL, 10.0 mmol) in dry THF (5 mL). After stirring at -78 ¡ãC for 1.5 h, the reaction was quenched by adding a mixed solution of water (22 mL) and acetic acid (4 mL). The reaction mixture was extracted with hexane (30 mL.x.3) and the combined organic layer was washed with saturated aqueous NaHCO3 and brine, dried over anhydrous Na2SO4, filtered off, and concentrated under reduced pressure to give the crude deconjugate ester, which was used for next reaction without purification.

The synthetic route of 2396-84-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wu, Jinlong; Jiang, Xiuqing; Xu, Jingjing; Dai, Wei-Min; Tetrahedron; vol. 67; 1; (2011); p. 179 – 192;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics