Month: May 2021

Reference of 24393-53-1,Some common heterocyclic compound, 24393-53-1, name is (E)-Ethyl 3-(4-bromophenyl)acrylate, molecular formula is C11H11BrO2, 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.

30 mg (0.02 mmol, 5 mol%) ofpalladiumtetrakis(triphenylphosphine) are added to a solution of 200 mg (0.53 mmol, 1.0 eq.) of methyl[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]octanamide and 204 mg (0.80 mmol, 1.5 eq.) of ethyl 4-bromocinnamate in 3 ml of a mixture of dimethylformamide and of a 2M potassium phosphate solution (6/1). The reaction mixture is stirred at 80C for 2 hours. The reaction is halted by the addition of 5 ml of water and then extraction is carried out with ethyl acetate. The organic phases are combined and dried over sodium sulphate. The solvents are evaporated and then the residue is chromatographed on silica gel (heptane/ethyl acetate 80/20). 145 mg of ethyl 3-(3′-[((methyl)(octanoyl)amino)methyl]biphenyl-4-yl}acrylate are obtained in the form of an oil. Yield = 63%

The synthetic route of 24393-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT, S.N.C.; WO2006/18325; (2006); A1;,
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Reference of 13078-21-2, The chemical industry reduces the impact on the environment during synthesis 13078-21-2, name is Ethyl 2-(2-methoxyphenoxy)acetate, I believe this compound will play a more active role in future production and life.

General procedure: A solution of corresponding substituted ethylaryloxyacetate (3a-f, 25 mmol) in ethanol (100 mL) was treated with 10% aqueous sodium hydroxide (9 mmol). After 4 h at room temperature and evaporation under reduced pressure of ethanol, the aqueous phases were acidified at pH 4 with HCl (2 N). Removal of precipitate by filtration yielded the crude acids, which were recrystallized in ethanol to afford substituted aryloxyacetic acid 4a-f, yield 66-90%.

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-(2-methoxyphenoxy)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhong, Yan; Xu, Yi; Zhang, Ai-Xia; Li, Xiao-Feng; Xu, Zhao-Ying; Li, Ping; Wu, Bin; Bioorganic and Medicinal Chemistry Letters; vol. 26; 10; (2016); p. 2526 – 2530;,
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Related Products of 19063-56-0, The chemical industry reduces the impact on the environment during synthesis 19063-56-0, name is 7-Bromo-2H-chromen-2-one, I believe this compound will play a more active role in future production and life.

General procedure: A 10 mL vial equipped with a small magnetic stirring bar wascharged with the appropriate bromo O-hetarene (1.0 equiv, 100mg), Pd(OAc)2 (5 mol%), and CuI (1.0 equiv). Anhyd DMF (1 mL)and the appropriate 1,3-azole (2.0 equiv) were added, and thevessel was purged with N2 and sealed with a PEEK snap cap. Themixture was stirred for 5 min at r.t. before the vessel was placedin the microwave reactor and the mixture was heated to 140 Cwith stirring for the appropriate time (usually 1 h). The solutionwas then cooled to r.t., diluted with EtOAc (15 mL), washed withsat. aq NH4Cl (2 × 15 mL) and dilute aq Na2S2O3 (10 mL). Theaqueous phases were extracted with EtOAc (2 × 10 mL), and theorganic phases were combined and washed with sat. aq NH4Cl(10 mL) and brine. Some H2O was added if any solids precipitatedduring the extraction. The combined organic phases weredried (MgSO4), filtered, and concentrated. The residue was purifiedby column chromatography (silica gel).

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, 7-Bromo-2H-chromen-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sipos, Zoltan; Konya, Krisztina; Synlett; vol. 29; 18; (2018); p. 2412 – 2416;,
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Synthetic Route of 29006-01-7, 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. 29006-01-7 name is Methyl 4-methoxybutanoate, 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.

Methyl 4-methoxybutyrate 1a (1.6 g, 12.1 mmol) was added to 50 mL of tetrahydrofuran, and the temperature was lowered to -78 C.using a dry ice-acetone bath. Lithium bis-trimethylsilylamide (12.7mL) was addedslowly. 12.7 mmol). After completion of the addition, the reaction was stirred for 1 hour.Trimethylchlorosilane (1.31 g, 12.1 mmol) was added. The reaction was continued for 20 minutes with the addition of N-bromosuccinimide(2.15 g, 12.1 mmol). ), The reaction was stirred for 2 hours.The dry ice-acetone bath was removed, the temperature of the reaction solution was naturally raised to room temperature, thereaction was quenchedwith saturatedammonium chloride solution, the reaction solution was extracted with ethyl acetate (50 mL×3), the organic phases were combined, and the organic phases were separately used with water(50 mL). It was washed with sodium chloride solution (50 mL), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure.The resulting residue was purifiedby silica gel column chromatographyusing eluent system B to give the title product 1b (900 mg, colorless oil).

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

Reference:
Patent; Jiangsu Hengrui Pharmaceutical Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; Yang Fanglong; Chi Jiangtao; He Feng; Tao Weikang; (33 pag.)CN107793396; (2018); A;,
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Reference of 7778-83-8, 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 7778-83-8 as follows.

General procedure: To a deoxygenated solution of ethyl cinnamate (176 mg, 1 mmol)and NaN3 (98 mg, 1.5 mmol) in anhydrous MeCN, a deoxygenatedsolution of CAN (1.370 g, 2.5 mmol) in the same solvent (10 mL)was added dropwise at 0 C and stirred well. H2O (400 mL) wasadded to the reaction mixture and the aqueous layer was extractedwith CH2Cl2 (4 × 150 mL). The combined organic extracts werewashed with H2O (2 × 100 mL), and dried over anhydrous Na2SO4.The crude residue, on treatment with anhydrous NaOAc (123 mg,1.5 mmol) in anhydrous acetone (5 mL), followed by usual workupand purification by silica gel column chromatography using petroleumether-EtOAc (98:2) as eluent, afforded 2a as a pale yellowviscous liquid.

According to the analysis of related databases, 7778-83-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Hu, Manman; He, Xinwei; Niu, Zhiqiang; Yan, Zhenglei; Zhou, Fuyin; Shang, Yongjia; Synthesis; vol. 46; 4; (2014); p. 510 – 514;,
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Synthetic Route of 150319-83-8, A common heterocyclic compound, 150319-83-8, name is Methyl 2-(3-aminophenyl)acetate hydrochloride, molecular formula is C9H12ClNO2, 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.

(1) (3R,5S)-1-(3-acetoxy-2,2-dimethylpropyl)-7-chloro-5-(2,3-dimethoxyphenyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-acetic acid (1.0 g) obtained in Example 1-(1) was converted into acid chloride according to the method of Example 53, which was reacted with 3-aminophenylacetic acid methyl ester hydrochloride (0.43 g) to obtain 3-[[(3R,5S)-1-(3-acetoxy-2,2-dimethylpropyl)-7-chloro-5-(2,3-dimethoxyphenyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepin-3-yl]acetyl]aminophenylacetic acid methyl ester (0.85 g) as a colorless amorphous powder. 1H-NMR (CDCl3) delta: 0.959 (3H, s), 1.024 (3H, s), 2.025 (3H, s), 2.812 (1H, dd, J=5.6, 14.1 Hz), 3.002 (1H, dd, J=7.2, 14.1 Hz), 3.538 (1H, d, J=14.2 Hz), 3.608 (2H, s), 3.620 (3H, s), 3.690 (3H, s), 3.732 (1H, d, J=11.2 Hz), 3.870 (1H, d, J=11.2 Hz), 3.894 (3H, s), 4.403 (1H, dd, J=5.8, 7.2 Hz), 4.564 (1H, d, J=14.2 Hz), 6.299 (1H, s), 6.645 (1H, d, J=2.0 Hz), 6.95-7.48 (9H, m), 7.847 (1H, br).

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; Kori, Masakuni; Miki, Takashi; Nishimoto, Tomoyuki; Tozawa, Ryuichi; US2003/78251; (2003); 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. 20026-96-4, name is Ethyl 3-(4-chlorophenyl)propiolate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

General procedure: A 25 mL Schlenk tube equipped with a magnetic stirringbar was charged with I2 (12.7 mg, 0.05 mmol), substituted thiol1 (0.5 mmol) and alkyne 2 (0.75 mmol). The tube was evacuatedtwice and backfilled with nitrogen, and DTBP (2.5 mmol)was added into the tube under nitrogen atmosphere. The tubewas sealed with a balloon and the mixture was stirred undernitrogen atmosphere at 110 C for 18 h. Upon completion of thereaction, the resulting solution was cooled to r.t., and thesolvent was removed with the aid of a rotary evaporator. Theresidue was purified by column chromatography on silica gel(PE-EtOAc) to give 3.

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; Yan, Kelu; Yang, Daoshan; Zhang, Mengqi; Wei, Wei; Liu, Yao; Tian, Laijin; Wang, Hua; Synlett; vol. 26; 13; (2015); p. 1890 – 1894;,
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Synthetic Route of 894796-87-3,Some common heterocyclic compound, 894796-87-3, name is Methyl 4-amino-2-(trifluoromethyl)benzoate, molecular formula is C9H8F3NO2, 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 compound 3b (20.30 g, 92.63 mmol) in 200 mL of methanol at 0 C. was slowly added dropwise a solution of liquid bromine (15.54 g, 97.26 mmol) in 200 mL of methanol. The resulting reaction solution was stirred at 0C for 1 hour and concentrated under reduced pressure to give a residue. The residue was diluted with 200 mL of ethyl acetate and 200 mL of saturated sodium bicarbonate solution, and then extracted with ethyl acetate (100 mL x 3). The combined organic phases were dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to give Compound 3c (27.00 g).

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-(trifluoromethyl)benzoate, its application will become more common.

Reference:
Patent; Zhengda Tianqing Pharmaceutical Group Co., Ltd.; Nanjing Mingde Drug Discovery Co., Ltd.; Yao Yuanshan; Chen Bin; Chen Yuan; Li Ao; Xu Ran; Huang Zhensheng; Tian Dongdong; Li Hongwei; Yang Chengshuai; Li Jian; Chen Shuhui; (26 pag.)CN107987072; (2018); A;,
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Reference of 4911-54-0, 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. 4911-54-0, name is Ethyl 4-methylpent-4-enoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The reaction is carried out as described in Example 8 but using catalyst 4a (7.6 mg, 0.01%) in THF (5 ml) and KOMe (0.63 g, 9 mmol) in ethyl 4-methylpent-4-enoate 11 (12.9 g, 91 mmol) and THF (58 ml). Standard work-up gave a slightly yellow crude oil (5.6 g, 61%) which contained 4-methylpent-4-en-l-ol 12 of 100% purity according to GC. The analytical data of 4-methylpent-4-en-l-ol 12 were identical with the ones obtained from commercial samples of this compound.

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 4-methylpent-4-enoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GIVAUDAN SA; GEISSER, Roger Wilhelm; GOEKE, Andreas; SCHROEDER, Fridtjof; WO2013/171302; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 352-23-8, name is Ethyl 3,3,3-trifluoropropanoate, 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 352-23-8, Recommanded Product: Ethyl 3,3,3-trifluoropropanoate

To a stirred mixture solution of ethyl 3,3,3-trifluoropropanoate (10.0 g, 64.1 mmol) and Et3N (7.8 g, 76.9 mmol) in CHCl3 (100.0 mL) was added TMSOTf (17.4 g, 76.9 mmol) dropwise in an ice-water batch. After the addition, TiCl< SUB>4< /SUB> (9.61 mL, 1.0 M in DCM) was added. The resulting reaction mixture was allowed to warmed up to room temperature and stirred at 25< SUP>o< /SUP>C for 1 h. The reaction was re-cooled in an ice bath before it was quenched with water (100 mL). The organic layer was separated, dried over anhy. MgSO< SUB>4< /SUB>, filtered, and concentrated in vacuo to give a crude product of ethyl 3,3-difluoroacrylate as oil, which was used directly in the next step without further purification.

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DEY, Fabian; HU, Yimin; LIU, Yongqiang; LIN, Xianfeng; SHEN, Hong; SHI, Houguang; TAN, Xuefei; VERCRUYSSE, Maarten; YAN, Shixiang; ZHOU, Chengang; ZHOU, Mingwei; (443 pag.)WO2018/178041; (2018); A1;,
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