Triethylamine → HCID 57731993, compound

Participants

Reaction Steps

Mesyl chloride (21.4 mL, 0.28 mol, 1.2 eq) was added dropwise to a mixture of compound (3S*,4S*)-4-(4-fluorophenyl)tetrahydrofuran-3-ol (Preparation 59, 42 g, 0.23 mol, 1 eq) and Et3N (79.6 mL, 0.55 mol, 2.0 eq) in DCM (250 mL) under stirring on an ice bath for 30 min. The mixture was stirred at room temperature for 1 h and diluted with water (500 mL). The layers were separated. The organic layer was subjected to chromatography on silica (1 L, carbon tetrachloride→25, 50, 75, 100% chloroform→MeOH) to give title compound (40 g, 0.15 mol, 67%).

Provenance & Evidence