Benzocaine → Ethyl 4-[(3-phenylprop-2-en-1-yl)amino]benzoate

Participants

Reaction Steps

A mixture of 33 g. of ethyl p-aminobenzoate 15.3 g. of (3-chloropropenyl)benzene and 80 ml. of hexamethylphosphoramide is heated in an oil bath at 110° C. for 21 hours. The solution is chilled, diluted with 25 ml. of water, chilled, filtered and the solid washed with water to give cream crystals, m.p. 123°-131° C. Recrystallization from ethanol-benzene (9:1) gives pale yellow crystals, m.p. 135°-137° C. Recrystallization from benzene gives white crystals, m.p. 135°-137° C.

Provenance & Evidence