Thionyl Chloride → 4-(1-Chloropentyl)-4'-(trifluoromethyl)biphenyl

Participants

Reaction Steps

To a solution of 1-[4′-(trifluoromethyl)-4-biphenylyl]-1-pentanol (250 mg, 0.81 mmol) in dry DCM (15 mL) under nitrogen at 0° C. (ice/water bath) was added thionyl chloride (590 μL, 8.09 mmol) drop-wise. After stirring the mixture for 30 minutes at rt under nitrogen, the reaction was quenched by cautious addition of saturated aqueous NaHCO3 (20 mL) and extracted with DCM (3×30 mL). The organic extract was separated, washed with brine, dried (MgSO4) and the solvents removed under vacuum to afford the title compound as a yellow gum (251 mg).

Provenance & Evidence