4-[1-Hydroxycyclopent-1-yl-1-(imidazolyl)methyl]benzonitrile → 4-[1-Cyclopentylidene-1(imidazolyl)methyl]benzonitrile

Participants

Reaction Steps

6.9 g of crude 4-[1-hydroxycyclopent-1-yl-1-(imidazolyl)methyl]benzonitrile is refluxed in 82 ml of thionyl chloride to 0.5 hour. Then the mixture is concentrated to dryness under vacuum, combined with 2N sodium hydroxide solution, extracted with dichloromethane, dried over sodium sulfate, concentrated to dryness under vacuum, and chromatographed on silica gel with hexane/ethyl acetate, thus producing 3.1 g of 4-[1-cyclopentylidene-1(imidazolyl)methyl]benzonitrile as the free base, mp 108°-110°.

Provenance & Evidence