Benzyl mercaptan → HCID 21099391, compound

Participants

Reaction Steps

Potassium tert-butoxide (7.3 g, 65.1 mmol) was dissolved in tetrahydrofuran (250 mL) and benzylthiol (7.52 mL, 64.1 mmol) in tetrahydrofuran (40 mL) was added via syringe over 10 minutes. The thick suspension was stirred for 15 minutes before adding 2,4-difluoroacetophenone (10 g, 64.1 mmol). The reaction was stirred for 1 hour to give a deep red solution. Saturated aqueous ammonium chloride was added and the products extracted into ethyl acetate (×2). The combined organic layers were dried over MgSO4 and concentrated in vacuo. The residue was triturated with methanol to give 1-[2-(benzylthio)-4-fluorophenyl]ethanone (10.13 g, 61%).

Provenance & Evidence