Category: 14062-18-1

14062-18-1, name is Ethyl 2-(4-methoxyphenyl)acetate, 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. Recommanded Product: Ethyl 2-(4-methoxyphenyl)acetate

1 g of 4-methanesulfony benzoicacid, 970 mg of 4-methoxyphenylacetic acid ethyl ester, and 950 mg of carbonyldiimidazole were dissoved in 15 ml of dimethylformamide and 230 mg of sodium hydride were added dropwise to the solution and the mixture was reacted in room temperature for 12 hours. Afterwards, water was added to diute the resultant, followed by extraction with ethyl acetate. The obtained organic layer was dried over anhydrous magnesium sulfate to give 1.5 g of the title compound as a light yellow liquid(yield 83%).

The synthetic route of 14062-18-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cho, Il Hwan; Noh, Ji Young; Park, Sang Wook; Ryu, Hyung Chul; Lim, Jee Woong; Kim, Jong Hoon; Chae, Myeong Yun; Kim, Dal Hyun; Jung, Sung Hak; Park, Hyun Jung; Kim, Young Hoon; Min, In Ki; US2004/2532; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 14062-18-1, 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 14062-18-1 as follows.

p-Methoxy toluene (1.83 g), ethanol (46 mg), di-tert-butyl peroxide (73 mg, 1 equivalent), and Pd(Xantphos)Cl2 (3.8 mg, 1 mol %) were added into a reaction kettle, into which 10 atm carbon monoxide was introduced. The reaction was heated to 120 C., and stirred at this constant temperature for 16 h. After the reaction was completed, carbon monoxide was discharged, and 82 mg ethyl p-methoxyphenylacetate was obtained by column chromatography, in a yield of 85%. 1HNMR (400 MHz, CDCl3) delta 1.23 (t, J=6.8 Hz, 3H), 3.54 (s, 2H), 3.79 (s, 3H), 4.11 (q, J=6.8 Hz, 2H), 6.84-6.88 (m, 2H), 7.18-7.22 (m, 2H); 13CNMR (100 MHz, CDCl3) delta 14.2, 40.5, 55.3, 60.8, 113.9, 126.3, 130.3, 158.7, 171.9; HRMS (ESI) calcd. for C11H14NaO3 [M+Na]: 217.0835. found: 217.0838. The ethyl p-methoxyphenylacetate obtained was dissolved in 1,4-dioxane. 6 N sodium hydroxide solution was added, and the reaction was heated to 60 C. After 2 h of reaction, the pH value was adjusted to 1 by adding 2 N hydrochloric acid. After removing the organic solvent under reduced pressure, 64 mg product p-methoxyphenylacetic acid was obtained by extraction with ethyl acetate, and the yield of hydrolysis was 91%.

According to the analysis of related databases, 14062-18-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences; Huang, Hanmin; Xia, Chungu; Xie, Pan; US2013/303798; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 14062-18-1, 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 14062-18-1 as follows.

Reference Example 46; Ethyl alpha- (hydroxymethylene)-4-methoxyphenyl acetate Sodium hydride (60% in oil) (467 mg, 11.7 mmol) was added to a benzene solution (10 ml) of ethyl 4-methoxyphenyl acetate (2.0 g, 10.3 mmol), while being cooled with ice. The mixture was stirred at room temperature for 5 minutes. The stirred mixture was cooled with ice again; ethyl formate (1.02 ml, 12.6 mmol) was added thereto, and stirred at room temperature for 3 hours. While being cooled with ice, water and ethyl acetate were added to the reaction mixture, and then 2N hydrochloric acid (6 ml) was added to separate the reaction mixture into two layers. The organic layer was concentrated under reduced pressure, and the residue was then purified by silica gel column chromatography (n-hexane : ethyl acetate = 4 : 1). The purified product was concentrated under reduced pressure to thereby obtain 1.97 g of oily slightly reddish-brown ethyl alpha- (hydroxymethylene) -4- methoxyphenyl acetate (yield: 86%) . The resultant compound undergoes nitrogen substitution, and was stored in a freezer. 1H-NMR (CDCl3) dppm:1.28 (3H, t, J=7.1 Hz), 3.81 (3H, s), 4.28 (2H, q, J=7.1 Hz), 6.87 (2H, d, J=8.8 Hz), 7.16-7.26 (3H, m) , 12.02 (IH, d, J=12.5 Hz)

According to the analysis of related databases, 14062-18-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; WO2008/150029; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 14062-18-1, 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 14062-18-1 as follows.

General procedure: In a glove box, add a ruthenium complex Ia (0.3 to 0.7 mg, 0.0002 to 0.001 mmol) to a 300 mL autoclave,Potassium methoxide (35-700 mg, 0.5-10 mmol), tetrahydrofuran (4-60 mL), and ester compounds (10-200 mmol).After sealing the autoclave, take it out of the glove box and fill it with 50 100atm of hydrogen.The reaction kettle was heated and stirred in an oil bath at 100 C for 10 to 336 hours.After the reaction kettle was cooled in an ice-water bath for 1.5 hours, the excess hydrogen was slowly released.The solvent was removed from the reaction solution under reduced pressure, and the residue was purified with a short silica gel column to obtain an alcohol compound. The results are shown in Table 5.

According to the analysis of related databases, 14062-18-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhejiang Zhongke Chuangyue Pharmaceutical Co., Ltd.; Ding Kuiling; Tang Yitian; Han Zhaobin; (55 pag.)CN110357923; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

14062-18-1, name is Ethyl 2-(4-methoxyphenyl)acetate, 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. Application In Synthesis of Ethyl 2-(4-methoxyphenyl)acetate

1 g of 4-methanesulfony benzoicacid, 970 mg of 4-methoxyphenylacetic acid ethyl ester, and 950 mg of carbonyldiimidazole were dissoved in 15 ml of dimethylformamide and 230 mg of sodium hydride were added dropwise to the solution and the mixture was reacted in room temperature for 12 hours. Afterwards, water was added to diute the resultant, followed by extraction with ethyl acetate. The obtained organic layer was dried over anhydrous magnesium sulfate to give 1.5 g of the title compound as a light yellow liquid(yield 83%).

The synthetic route of 14062-18-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cho, Il Hwan; Noh, Ji Young; Park, Sang Wook; Ryu, Hyung Chul; Lim, Jee Woong; Kim, Jong Hoon; Chae, Myeong Yun; Kim, Dal Hyun; Jung, Sung Hak; Park, Hyun Jung; Kim, Young Hoon; Min, In Ki; US2004/2532; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 14062-18-1, 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. 14062-18-1 name is Ethyl 2-(4-methoxyphenyl)acetate, 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.

General procedure: To the stirred solution propargyl alpha-(4-methoxyphenyl)acetate 6a (2.04 g, 10 mmol) in 15 mL acetonitrile was added 4-acetamidobenzenesulfonyl azide (2.88 g, 12 mmol) and DBU (2.24 mL, 15 mmol) at ambient temperature under inert atmosphere. The reaction mixture was stirred for 16 h at room temperature. The reaction was quenched with saturated NH4Cl and the product was extracted with diethyl ether (30 mL x 3). The combined organic layers were washed with brine and dried over anhydrous Na2SO4. The extract was filtered and the filtrate was evaporated under vacuum. The crude product was purified using column chromatography over silica gel to afford propargyl alpha-(4-methoxyphenyl)-alpha-diazoacetate 1a as orange solid (1.934 g, 84% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2-(4-methoxyphenyl)acetate, and friends who are interested can also refer to it.

Reference:
Article; Navale, Balu S.; Laha, Debasish; Bhat, Ramakrishna G.; Tetrahedron Letters; vol. 60; 29; (2019); p. 1899 – 1903;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 14062-18-1, 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. 14062-18-1, name is Ethyl 2-(4-methoxyphenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 55%NaH(3.29 g, 75.5mmol) was added to dried 1,4-dioxane (20 mL). After vigorously stirring at 30C under N2protection, compound 5 and substituted phenyl ethyl acetates (25.2mmol)were added slowly for 24 hours. After reaction, ethanol was dropped slowly in the mixture until no bubbles are produced. The crude mixture was evaporated invacuo. The residue was stirred vigorously in a biphasic mixture of water (200 mL) andEtOAc(300 mL) at 60C for 0.5 hour. After cooling to room temperature, the organic phase was dried over MgSO4and concentrated invacuo. Finally, the residual solid was recrystallized fromEtOActo afford the target compound6.

The chemical industry reduces the impact on the environment during synthesis Ethyl 2-(4-methoxyphenyl)acetate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Huang, Xian-Feng; Cao, Yi-Jing; Zhen, Jing; Zhang, Da-Wei; Kong, Ren; Jiang, Wen-Tao; Xu, Ying; Song, Guo-Qiang; Ke, Heng-Ming; Liu, Li; Bioorganic and Medicinal Chemistry Letters; vol. 29; 3; (2019); p. 481 – 486;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 14062-18-1, These common heterocyclic compound, 14062-18-1, name is Ethyl 2-(4-methoxyphenyl)acetate, 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.

Sodium hydride (60% in oil) (467 mg, 11.7 mmol) was added to a benzene solution (10 ml) of ethyl 4-methoxyphenyl acetate (2.0 g, 10.3 mmol), while being cooled with ice. The mixture was stirred at room temperature for 5 minutes. The stirred mixture was cooled with ice again; ethyl formate (1.02 ml, 12.6 mmol) was added thereto and stirred at room temperature for 3 hours. While being cooled with ice, water and ethyl acetate were added to the reaction mixture, and then 2N hydrochloric acid (6 ml) was added to separate the reaction mixture into two layers. The organic layer was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate = 4:1). The purified product was concentrated under reduced pressure to thereby obtain 1.97 g of slightly reddish-brown oily ethyl alpha-(hydroxymethylene)-4-methoxyphenyl acetate (yield: 86%). The resulting object was purged with nitrogen and stored in a freezer. 1H-NMR (CDCl3) deltappm: 1.28 (3H, t, J = 7.1 Hz), 3.81 (3H, s), 4.28 (2H, q, J = 7.1 Hz) , 6.87 (2H, d, J = 8.8 Hz), 7-7.26 (3H, m), 12.02 (1H, d, J = 12.5 Hz).

The synthetic route of 14062-18-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Otsuka Pharmaceutical Co., Ltd.; EP2364706; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 14062-18-1, 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. 14062-18-1 name is Ethyl 2-(4-methoxyphenyl)acetate, 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.

(3) Dissolve N-(4-methoxy-3,5-dibromophenyl)carbodiimide in 15 times the mass of anhydrous methanol.After adding sodium methoxide NaOMe, stirring at room temperature for 15min, and then adding ethyl 4-methoxyphenylacetate,N-(4-methoxy-3,5-dibromophenyl)carbodiimide,The ratio of sodium methoxide NaOMe and 4-methoxybenzene ethyl acetate material is 1:1:1,Continue the reaction at room temperature for 4h. Evaporate the methanol, add water equal to the volume of methanol, stir for 10min, and filter by suction.Drying to give N-(4-methoxy-3,5-dibromophenyl)2-(4-methoxyphenyl)-2-ethoxycarbonylvinylamine as a white solid;Yield 99%;

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2-(4-methoxyphenyl)acetate, and friends who are interested can also refer to it.

Reference:
Patent; Guangzhou University; Nanjing University; Chen Kun; Xiao Zhuping; Ma Xiang; Fan Jing; Zhu Hailiang; (9 pag.)CN107501174; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics