Esters-buliding-blocks

Reference of 496841-90-8,Some common heterocyclic compound, 496841-90-8, name is Ethyl 2-fluoro-5-methylbenzoate, molecular formula is C10H11FO2, 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.

Reference Example 11-2 Ethyl 5-(bromomethyl)-2-fluorobenzoate To a solution of ethyl 2-fluoro-5-methylbenzoate (243 mg) in carbon tetrachloride (6.7 mL), N-bromosuccinimide (261 mg) and 2,2′-azobis(isobutyronitrile) (22 mg) were added, and the mixture was stirred at an outer temperature of 65C for 2 hours. After the reaction solution was concentrated under reduced pressure, the obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate = 49:1 to 17:3) to give the title compound (208 mg) as a colorless oil. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.36 – 1.46 (m, 3 H) 4.34 – 4.45 (m, 2 H) 4.48 (s, 2 H) 7.07 – 7.16 (m, 1 H) 7.48 – 7.58 (m, 1 H) 7.92 – 7.98 (m, 1 H). MS ESI/APCI Multi posi: 283[M+Na]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2-fluoro-5-methylbenzoate, its application will become more common.

Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; TANAKA, Hiroaki; KAWAMURA, Madoka; HAMADA, Makoto; KOBASHI, Yohei; ITO, Yuji; SUZUKI, Kazuaki; BOHNO, Ayako; FUNAYAMA, Kosuke; (510 pag.)EP3666766; (2020); 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. 120974-97-2, name is (E)-Methyl 2-(methoxyimino)-2-(o-tolyl)acetate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C11H13NO3

To the solution of IV (5 g, 24.0 mmol) in CCl4 (150 mL) was added NBS (4.7 g, 26.4 mmol) andBPO (1 g, 4.13 mmol). The reaction mixture was heated to reflux until the starting material had beencompletely consumed as judged by TLC. The precipitate was filtered off, and the solvent wasevaporated under reduced pressure. The residue was purified by a silica-gel column chromatography(petroleum ether/EtOAc = 15:1) to give (E)-methyl 2-(2-(bromomethyl)phenyl)-2-(methoxyimino)-acetate (V). Yield 85%; Yellow oil; 1H-NMR (CDCl3) delta 7.47-7.13 (m, 4H, Ar-H), 4.32 (s, 2H, CH2),4.04 (s, 3H, OCH3), 3.85 (s, 3H, OCH3). Anal. calcd for C11H12BrNO3: C 46.18, H 4.23, N 4.90; foundC 46.32, H 4.21, N 4.88.

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 120974-97-2.

Reference:
Article; Liu, Yuanyuan; Li, Yi; Chen, Nanqing; Lv, Kunzhi; Zhou, Chao; Xiong, Xiaohui; Li, Fangshi; Molecules; vol. 19; 6; (2014); p. 8140 – 8150;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 2905-65-9, 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. 2905-65-9, name is Methyl 3-chlorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Pd(OAc)2 or Pd2(dba)3/2-Catalyzed Amination of Aryl chlorides (Table 5).General Procedure: An oven-dried Schlenk flask equipped with a magnetic stirring bar was charged with Pd(OAc)2 or Pd2(dba)3 (x mol %, see Table 5) and NaO-t-Bu (1.5 mmol) or Cs2CO3 (1.5 mmol). Amine (1.2 mmol) and aryl chloride (1.0 mmol) were also added at this time if they were solids. The flask was capped with a rubber septum, evacuated and then flushed with argon. This cycle was repeated three times. Ligand 2 (2x mol %, see Table 5) was then added via syringe from a stock solution. Aryl chloride (if a liquid, 1.0 mmol), amine (if a liquid, 1.2 mmol) and toluene (3 mL) were then successively added by syringe. The reaction mixture was heated at 110 C. until the starting material had been completely consumed as judged by TLC (24 hours). The mixture was cooled to room temperature, adsorbed onto silica gel and then purified by column chromatography (hexanes/ethyl acetate as eluent).

The chemical industry reduces the impact on the environment during synthesis Methyl 3-chlorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Iowa State University Research Foundation, Inc.; US7385058; (2008); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

16017-69-9, name is Ethyl 4-amino-2-chlorobenzoate, 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. SDS of cas: 16017-69-9

Stage 1: ethyl 4-amino-2-chloro-5-iodobenzoate An iodine solution in ethanol was admixed with silver(I) sulphate and ethyl 4-amino-2-chlorobenzoate and then stirred at room temperature for 45 min. The reaction mixture was filtered through a frit and the filtrate was concentrated under reduced pressure. The residue was slurried in EtOAc, and dilute sodium hydrogencarbonate solution was added. Once everything had gone into solution, the aqueous phase was removed and sodium thiosulphate was dissolved therein. The organic phase was washed again with the aqueous phase and the aqueous phase was extracted with ethyl acetate. The combined organic phases were dried over sodium sulphate, filtered and concentrated under reduced pressure. Column chromatography purification on silica gel with cyclohexane/ethyl acetate as the eluent (gradient from 10% ethyl acetate to 33% ethyl acetate) gave 1.85 g (74% of theory) of ethyl 4-amino-2-chloro-5-iodobenzoate. HPLC-MS: logP=2.95; mass (m/z): 326.0 (M+H)+; 1H NMR (CD3CN) 1.32 (t, 3H), 4.27 (q, 2H), 5.01 (br. s, 2H), 6.80 (s, 1H), 8.16 (s, 1H).

The synthetic route of 16017-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Intellectual Property GmbH; Heil, Markus; Heilmann, Eike Kevin; Holmwood, Graham; Jeschke, Peter; Maue, Michael; Kapferer, Tobias; Reidrich, Matthias; Becker, Angela; Malsam, Olga; Losel, Peter; Voerste, Arnd; Goergens, Ulrich; Andree, Roland; US2014/88167; (2014); 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 764667-64-3 as follows. HPLC of Formula: C14H11F3O5

Under nitrogen protection,Acetonitrile (284 mL) was added to a 250 mL three-necked flask in sequence,Compound C (56.7 g, 0.179 mol) and benzyl alcohol (19.4 g, 0.179 mol),Stirring.Heating to reflux(The internal temperature of 80 ~ 84 for the normal boiling point)About 24 hours.Cooling to below 30 ,concentrate,3 V methanol was added,0 ~ 5 crystallization of 12h,Filtered product 47.2g,Yield 81.6%.

According to the analysis of related databases, 764667-64-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai SynCores Technologies, Inc.; Qian, Wangke; Hong, Jian; Wang, Yusheng; Wang, Boyu; Huang, Luning; Gu, Hong; (8 pag.)CN105566138; (2016); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 2435-36-1,Some common heterocyclic compound, 2435-36-1, name is Dimethyl cyclopentane-1,3-dicarboxylate, molecular formula is C9H14O4, 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 HMPA (13.08 mL, 75 mmol) and LDA (13.43 mL, 26.9 mmol) in THF (30 mL) was added a solution of dimethyl cyclopentane-1, 3-dicarboxylate (2 g, 10.74 mmol) in 10 mL THF dropwise over 30 minutes at -78 under N2protection and stirred at one point for another 30 minutes. The solution was warmed to 0 and stirred at one point for 1 hour. The solution was cooled to -78 and added a solution of 1-bromo-2-chloroethane (1.848 g, 12.89 mmol) in 10 mL THF dropwise. The solution was stirred at -78 for 1 hour and warmed to RT. Afrer stirred for 16 hours, the solution was added 1N HCl and extracted with EtOAc. The combined organic layer was dried over Na2SO4, concentrated in vacuo to give the title compound.1H NMR (CDCl3400 MHz) : 3.67 (s, 6H) , 2.01 (d, J6.7 Hz, 4H) , 1.89 (s, 2H) , 1.66 (d, J6.7 Hz, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Dimethyl cyclopentane-1,3-dicarboxylate, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph A.; ALHASSAN, Abdul-Basit; BOGA, Sobhana Babu; GAO, Xiaolei; GUIADEEN, Deodialsingh; WANG, Jyhshing; YU, Wensheng; CAI, Jiaqiang; LIU, Shilan; WANG, Dahai; WU, Hao; YANG, Chundao; (260 pag.)WO2016/106623; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 252881-74-6, 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. 252881-74-6, name is tert-Butyl 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Acetylenedicarboxylic acid (0.35 g, 3.09 mmol, 1.0 eq.) was dissolved in NMP (10 mL) and cooled to 0 C, to which compound 34 (2.06 g, 7.43 mmol, 2.4 eq.) was added, followed by DMTMM (2.39 g, 8.65 mmol, 2.8 eq.) in portions. The reaction was stirred at 0 C for 6 h and then diluted with ethyl acetate and washed with water and brine. The organic solution was concentrated and triturated with a mixture solvent of ethyl acetate and petroleum ether. The solid was filtered off and the filtrate was concentrated and purified by column chromatography (80-90% EA/PE) to give a light yellow oil (2.26 g, >100% yield), which was used without further purification. MS ESI m/z [M+H]+ 633.30.

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, tert-Butyl 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HANGZHOU DAC BIOTECH CO, LTD; ZHAO, Robert Yongxin; YANG, Qingliang; HUANG, Yuanyuan; GAI, Shun; YE, Hangbo; YANG, Chengyu; GUO, Huihui; ZHOU, Xiaomai; XIE, Hongsheng; TONG, Qianqian; CAO, Minjun; ZHAO, Linyao; JIA, Junxiang; LI, Wenjun; ZUO, Xiaotao; LIN, Chen; XU, Yifang; GUO, Zixiang; (274 pag.)WO2017/46658; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 27829-72-7, name is Ethyl E-hex-2-enoate, 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. Computed Properties of C8H14O2

(1) Ethyl 2,3-methanohexanoate 15.6 g. of sodium hydride (content 65.1percent, 0.423 mol) were suspended in 800 ml. of dimethyl sulphoxide, and there were added, with stirring, 154 g. (0.7 mol) of trimethyloxosulphonium iodide in small portions at 20¡ã to 30¡ãC. over a period of 20 minutes. An exothermic reaction took place with the evolution of hydrogen. After stirring for 10 minutes, there was added, dropwise, a solution of 60 g. (0.423 mol) of ethyl hex-trans-2-enoate in 70 ml. of dimethyl sulphoxide at 20¡ã to 30¡ãC. The reaction mixture was stirred at 40¡ãC. for 3 hours and then poured into 2 litres of ice-water and extracted with diethyl ether. The aqueous layer was treated with 60 ml. of concentrated hydrochloric acid and extracted with diethyl ether. The combined ethereal layer was washed with water, dried with magnesium sulphate and concentrated under reduced pressure. Distillation of the crude product gave 23.2 g. of ethyl 2,3 -methanohexanoate having the following physical characteristics:- b.p. 57¡ã to 60¡ãC./6 mm.Hg; NMR (CDCl3 and CCl4 solution); delta: 4.05 (2H, q), 0.95 (3H, t) and 0.70-0.48 (2H, dd); IR (liquid film); nu: 2950, 1720, 1450, 1405, 1370, 1330, 1265, 1200, 1180, 1100, 1040, 860 cm-1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 27829-72-7, its application will become more common.

Reference:
Patent; Ono Pharmaceutical Co., Ltd.; US3978229; (1976); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 35598-05-1, These common heterocyclic compound, 35598-05-1, name is Methyl 4-methoxy-2-methylbenzoate, 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.

[00121] Step 1 : Methyl 2-(bromomethyl)-4-methoxybenzoate[00122] To a solution of methyl 4-methoxy-2-methylbenzoate (1 g, 5.6 mmol) inCC14 (25 mL) was added dropwise N-bromosuccinimide (1.1 g, 6.2 mmol) previously dissolved in CC14 (5 mL) and a catalytic amount of benzoyl peroxide. The mixture was refluxed for 2 hours, cooled to room temperature and poured onto iced water. The aqueous mixture was extracted with DCM (3x), and the combined organics were dried over MgS04, filtered, and concentrated in vacuo to provide 2.1 g of the titled product as light yellow solid (~ 100% yield): [M+H+] m/z 260.

Statistics shows that Methyl 4-methoxy-2-methylbenzoate is playing an increasingly important role. we look forward to future research findings about 35598-05-1.

Reference:
Patent; SELEXAGEN THERAPEUTICS, INC.; VERNIER, Jean-Michel; MAY, John; O’CONNOR, Patrick; RIPKA, William; PINKERTON, Anthony; BOUNAUD, Pierre-Yves; HOPKINS, Stephanie; WO2011/85128; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6279-86-3, name is Triethyl methanetricarboxylate, 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 6279-86-3, SDS of cas: 6279-86-3

Example IEthyl 2,4-dihvdroxy-7,7-dimethyl-5-oxo-5,6,7,8-tetrahvdroquinoline-3-carboxylate10 g 3-Amino-5,5-dimethyl-2-cyclohexen-1 -one and 25 g 2-Ethoxycarbonyl-malonic acid diethyl ester are combined and heated for 10 minutes at 210C (bath temperature).Thereafter the mixture is cooled to room temperature and triturated with diethylether. The crystalline precipitate is collected by filtration and dried in vacuo.Yield: 9,9 g (49 % of theory)Mass spectrometry (ESI+): m/z = 280 [M+H]+ Rf-value: 0,45 (silica gel, dichloromethane/methanol 9:1 )

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WAGNER, Holger; BERTA, Daniela; FUCHS, Klaus; GIOVANNINI, Riccardo; HAMPRECHT, Dieter, Wolfgang; KONETZKI, Ingo; STREICHER, Ruediger; TRIESELMANN, Thomas; WO2011/101424; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics