Sulfuric Acid → HCID 66817332, compound

Participants

Reaction Conditions

Reaction Steps

A 3.3 M Red-Al solution in toluene (0.25 ml, 0.82 mmol) was added to a solution of 4-(3,3-difluoro-allyl)-cyclohexanecarboxylic acid benzyl ester (cis:trans=5.4:1) (42.8 mg, 0.145 mmol) in toluene (0.12 mL), and the mixture was stirred at 85° C. for 17 hours. The reaction mixture was poured into ice water, adjusted to pH 3 with a 4 N aqueous H2SO4 solution and extracted with ether. The organic layer was dried over MgSO4 and concentrated under reduced pressure to give [4-((E)-3-fluoro-allyl)-cyclohexyl]-methanol (25.0 mg, 100%).

Provenance & Evidence