Fumaric Acid → HCID 19031552, compound

Participants

Reaction Steps

A solution of fumaric acid (0.65 g) in hot ethanol (20 ml) was added to a solution of 1-[1-(3,4-dichlorophenyl)cyclobutyl]-2-[3-(dimethylamino) propylthio]ethanone (2.1 g, prepared by basification of the hydrochloride salt obtained in a similar manner to that described in Example 7) in ether (10 ml) and the mixture was allowed to stand at 4° C. for 96 hours. No solid precipitated, so the solvents were removed in vacuo to leave a brown oil which was triturated with petroleum ether (b.p. 40°-60° C.). The resulting solid was collected by filtration, washed with ether, dried in vacuo at ambient temperature for 18 hours, and recrystallised from a 3:2 mixture of ethyl acetate and petroleum ether (b.p. 60°-80° C.). The resulting solid was collected by filtration, washed with petroleum ether (b.p. 60°-80° C.), and dried in vacuo at ambient temperature for 18 hours to give 1-[1-(3,4-dichloro-phenyl)cyclobutyl]-2-[3-(dimethylamino)propylthio]ethanone fumarate as a white solid (1.1 g), m.p. 100°-103° C.

Provenance & Evidence