Cyanomethylenetributylphosphorane → 2-[1-[(4-Chlorophenyl)sulfonyl]cyclopentyl]-1,4-difluorobenzene

Participants

Reaction Steps

In toluene (10 ml) was dissolved 5-[(4-chlorophenyl)sulfonyl]-5-(2,5-difluorophenyl)-1-pentanol (100 mg, 0.267 mmol). After addition of cyanomethylenetri-n-butylphosphorane (130 mg, 0.539 mmol), the mixture was heated under reflux for 2 days under an argon atmosphere. The reaction mixture was allowed to cool down and then, added with cyanomethylenetri-n-butylphosphorane (130 mg, 0.539 mmol). The mixture was heated under reflux for 3 days under an argon atmosphere. The reaction mixture was allowed to cool down and then concentrated under reduced pressure. The residue thus obtained was purified by silica gel chromatography (hexane:ethyl acetate=15:1) to yield a white solid. The resulting white solid was washed with hexane, whereby the title compound (35 mg, 37%) was obtained as a white powder.

Provenance & Evidence