alpha-(4-chlorophenyl)-alpha-(2-dimethylaminomethyl phenyl)-alpha-hydroxy-N-methyl-o-toluamide → 3-(4-Chlorophenyl)-3-(2-dimethylaminomethyl phenyl) phthalide

Participants

Reaction Steps

A mixture of 40.8 g. (0.1 mole of α-(4-chlorophenyl)-α-(2-dimethylaminomethyl phenyl)-α-hydroxy-N-metyl-o-toluamide and 200 ml. o-dichlorobenzene is refluxed for 20 hours, cooled and the solvent is removed in vacuo. The residue is triturated with ether and the resulting solid is recrystallized from ether-methylene chloride (1:1) to give 3-(4-chlorophenyl)-3-(2-dimethylaminomethyl phenyl) phthalide; m.p. 138.5° - 140°C.

Provenance & Evidence