Ethyl Acetate → HCID 10546273, compound

Participants

Reaction Steps

A solution of N,N-dimethyl-5-(4-fluorophenyl)-4-[4-(methylthio)phenyl]thiophene-2-carboxamide (1.95 g) in benzene (15 ml) was added dropwise to an ice-cooled mixture of lithium aluminum hydride (0.27 g) in diethyl ether (10 ml). The mixture was refluxed for 9 hours. To the mixture was added dropwise 4N sodium hydroxide solution. Ethyl acetate was added, and the mixture was filtered. The filtrate was washed with water, dried and evaporated. The oily residue (2 g) was purified by column chromatography on silica gel (20 g) eluting with a mixture of toluene and ethyl acetate (2:1) to give a yellow oil of N,N-dimethyl-5-(4-fluorophenyl)-4-[4-(methylthio)phenyl]-2-thenylamine (1.5 g).

Provenance & Evidence