Hydrochloric Acid → 4-({2-[4-(Benzyloxy)phenyl]ethyl}amino)benzoic acid

Participants

Reaction Steps

A mixture of 6.0 g. of ethyl p-[(p-benzyloxyphenethyl)amino]benzoate (prepared as described in Example 18) 6.0 g. of potassium hydroxide and 100 ml. of ethanol-water (9:1) is refluxed for 3.5 hours. The mixture is acidified while hot with concentrated hydrochloric acid, diluted with water, filtered and the solid washed with water to give tan crystals, m.p. 180°-185° C. Recrystallization from glacial acetic acid gives tan crystals, m.p. 187°-189° C.

Provenance & Evidence