(Diethylamino)sulfur trifluoride → 1-(3-Fluoropropyl)-4-nitro-2-(trifluoromethyl)benzene

Participants

Reaction Conditions

Reaction Steps

3-(4-Nitro-2-(trifluoromethyl)phenyl)propan-1-ol (450 mg, 1.8 mmol) was dissolved in DCM (10 mL), and DAST (0.4 mL, 3.03 mmol) was added thereto under ice-cooling. The mixture was stirred at 0° C. for 1 hour. The reaction solution was quenched with a saturated sodium bicarbonate solution. The organic layer was washed with saturated brine and concentrated under reduced pressure. The residue was purified by silica-gel column chromatography (n-hexane:ethyl acetate=9:1) to give 1-(3-fluoropropyl)-4-nitro-2-(trifluoromethyl)benzene (300 mg, 66%) as a light-yellow oil.

Provenance & Evidence