3-(p-Chlorophenyl)-3-cyclopropyl-2-fluoro-2-propen-1-ol → 2-Fluoro-3-cyclopropyl-3-(p-chlorophenyl)acrylaldehyde

Participants

Reaction Steps

Activated manganese(IV) oxide (101.25 g, 1.16 mol) is added to a solution of 3-(p-chlorophenyl)-3-cyclopropyl-2-fluoro-2-propen-l-ol, (E)- and (Z)- (26.4 g, 0.116 mol) in hexanes. The resultant reaction mixture is stirred at room temperature overnight, filtered through a pad of diatomaceous earth, and concentrated in vacuo to obtain a residue. Flash column chromatography of the residue using silica gel and an ethyl acetate/hexanes solution (1:9) gives the title product as an oil (15.8 g, 60%).

Provenance & Evidence