Reaction #3666

Reaction equation

ethyl 4-[(5-fluoro-2-methylbenzoyl)amino]benzoate

NaOH

water

ethyl alcohol

→

desired product

Yield 86.4%

4-[(5-Fluoro-2-methylbenzoyl)amino]benzoic acid

Yield 86.4%

Solvents

acetic acid

Conditions

Workup

1. 1
   Temperatureis heated on a steam bath for 1 hour
2. 2
   Temperaturecooled
3. 3
   FiltrationThe resulting solid is filtered
4. 4
   Otherdried in vacuo at 60°-80° C.

Procedure

A mixture of 0.60 g of ethyl 4-[(5-fluoro-2-methylbenzoyl)amino]benzoate 0.60 ml of 10N NaOH, 25 ml of water and 50 ml of absolute ethyl alcohol is heated on a steam bath for 1 hour, cooled and acidified with acetic acid. The resulting solid is filtered and dried in vacuo at 60°-80° C. to give 0.47 g of the desired product as a solid, m.p. 272°-275° C.

Source