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N-(4-Chlorophenyl)-2-fluoroacetamide synthesis

7synthesis methods
-

Yield:-

Reaction Conditions:

with chlorine in acetic acid;

Steps:

1 Preparation of 2-(4-chloro-2-fluorophenylaminocarbonyl)-1-cyclohexene-1-carboxylic acid

EXAMPLE 1 Preparation of 2-(4-chloro-2-fluorophenylaminocarbonyl)-1-cyclohexene-1-carboxylic acid 71 Parts of chlorine were bubbled during one hour at 25°-27° C with ice-water cooling into a solution of 140 parts of 2'-fluoroacetanilide in 500 parts of glacial acetic acid. After stirring for 4 hours at 25°-27° C, 4'-chloro-2-fluoroacetanilide precipitated. The product was collected by filtration, and the filtrate was poured into 2000 parts of ice. The resulting second portion of precipitated product was collected by filtration, combined with the first portion and recrystallized from 700 parts of methanol at -45° C to yield 119 parts of 4'-chloro-2'-fluoroacetanilide as white crystals melting at 152°-155° C.

References:

US4003926,1977,A

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