Benzyl mercaptan → HCID 67313980, compound

Participants

Reaction Steps

A solution of phenylmethanethiol (2.35 ml, 20 mmoles) in THF (10 ml) was slowly added to a mixture of potassium tert-butoxide (2.24 g, 20 mmoles) in THF (80 ml) under N2 at room temperature. The mixture was stirred for 15 min at room temperature and cyclohexyl (4-benzyloxy-2-fluorophenyl)methanone (6.5 g, 20 mmoles) in THF (10 ml) was slowly added. The mixture was heated for 2 h at 50° C. and poured into an aqueous solution of NH4Cl, extracted with ethyl acetate, dried over Na2SO4 and concentrated under vacuum. The crude product was purified by flash chromatography (Heptane/AcOEt 90/10 with 0.1% TEA) to give cyclohexyl (4-benzyloxy-2-benzylthiophenyl)methanone (8.3 g, 100%).

Provenance & Evidence