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ChemicalBook CAS DataBase List 3-Fluoro-4-methoxyphenylacetic acid

3-Fluoro-4-methoxyphenylacetic acid synthesis

4synthesis methods
3-fluoro-4-methoxyphenylacetonitrile (42 g, 0.25 mol) was heated for 5 h with 32 g of potassium hydroxide solution in 120 mL of ethanol and 30 mL of water. After the distillation of ethanol, the residue was diluted with water to a volume of 175 mL. The solution was filtered over the charcoal, and the filtrate was acidified by 50 percent H2SO4. The resulting solid was filtered and dried, yielding 3-Fluoro-4-methoxyphenylacetic acid.
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Yield:452-14-2 96%

Reaction Conditions:

with potassium hydroxide in ethanol;water for 5 h;Reflux;

Steps:

6.2. 2-(3-Fluoro-4-methoxyphenyl)acetic acid (9)
3-fluoro-4-methoxyphenylacetonitrile (42 g, 0.25 mol) was heated for 5 h with a solution of 32 g of potassium hydroxide in 120 mL of ethanol and 30 mL of water. After distillation of ethanol, the residue was diluted by water to a volume of 175 mL. The solution was filtered over the charcoal and the filtrate was acidified by 50% H2SO4. The resulting solid was filtered and dried, yield 45.0 g(96%); M.p. 110-114 °C. MS (ESI) m/z (%): 185.1 [M+H]+.

References:

Liao, Weike;Xu, Chen;Ji, Xiaohui;Hu, Gang;Ren, Lixiang;Liu, Yajing;Li, Ruijuan;Gong, Ping;Sun, Tiemin [European Journal of Medicinal Chemistry,2014,vol. 87,p. 508 - 518]

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