ChemicalBook CAS DataBase List Ethacrynic acid

Ethacrynic acid synthesis

6synthesis methods

Product Name:Ethacrynic acid
CAS Number:58-54-8
Molecular formula:C13H12Cl2O4
Molecular Weight:303.14

Ethacrynic acid—[2,3-dichloro-4-(2-methylenbutyryl)phenoxy]acetic acid (21.4.9), is synthesized from 2,3-dichlorophenoxyacetic acid. This is acylated with butyroyl chloride, forming 4-butyroyl-2,3-dichlorophenoxyacetic acid (21.4.7), which is further aminomethylated under Mannich reaction conditions using dimethylamine and formaldehyde. The resulting product (21.4.8) undergoes further thermal degredation, forming an unsaturated ketone—ethacrynic acid (21.4.9).

50-00-0 Synthesis

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1217-67-0 Synthesis

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58-54-8
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Yield:58-54-8 80.5%

Reaction Conditions:

with potassium carbonate in ethanol;water at 90; for 10 h;

Steps:

4 Embodiment 4:2 - [2, 3 - dichloro -4 - (2 - methylene ding Xianji) phenoxy] acetic acid (5) preparation of
The 2 - [2, 3 - dichloro -4 - d acyl phenoxy] acetic acid (30.0 g, 103.1 mmol) is placed in the reaction bottle, ethanol is added 100 ml, water 100 ml dissolved, sequentially adding potassium carbonate (28.5 g, 206.2 mmol), paraformaldehyde (6.2 g, 206.2 mmol), 90 °C reaction 10 h, cooled to the room temperature, reducing pressure and ethanol, drops of concentrated hydrochloric acid to pH=1, white precipitate out, filtering, drying, obtained 2 - [2, 3 - dichloro -4 - (2 - methylene ding Xianji) phenoxy] acetic acid crude product, petroleum ether/ethyl acetate recrystallize to get white powder.2 - [2, 3 - dichloro -4 - (2 - methylene ding Xianji) phenoxy] acetic acid: white powder; 25.2 g, yield 80.5%

References:

Shandong University;Zhao Guisen;Wang Yongtao;Zheng Jing;Yang Qingtao;Wang Luhua;Zhang Liang CN106916116, 2017, A Location in patent:Paragraph 0072; 0073; 0074

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2977-51-7 Synthesis