(4E)-3-(4-chlorophenyl)-4,5-difluoro-6-(3-phenoxyphenyl)-4-hexenyl phenyl sulfoxide → 1-[(2E)-4-(4-chlorophenyl)-2,3-difluoro-2,5-hexadienyl]-3-phenoxybenzene

Participants

Reaction Conditions

Reaction Steps

A solution of (4E)-3-(4-chlorophenyl)-4,5-difluoro-6-(3-phenoxyphenyl)-4-hexenyl phenyl sulfoxide (0.318 g, 0.60 mmol) in o-dichlorobenzene (2.4 ml) under nitrogen was heated at 165° C. for 4.5 hours. The solution was cooled to 100° C. and the solvent removed in vacuo. The residue was chromatographed on a preparative thin layer silica gel plate eluting with ethyl acetate:hexane (5:95) to yield the title compound as a pale yellow oil (0.142 g) which was characterized by IR, 1HNMR and mass spectral analysis.

Provenance & Evidence