N-bromobutanimide → HCID 58026177, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 17.7 g (R)-2-[2-(4-fluoro-2-methylphenyl)-2-methylpropyl]-2-trifluoromethyloxirane (0.064 mol) in 250 mL of CCl4 was added 14.8 g (0.083 mol) of NBS followed by 1.5 g (0.006 mol) benzoyl peroxide and heated to 80° C. for 2 hours. The mixture was cooled to room temperature, diluted with 1800 mL of hexanes, filtered through a pad of CELITE® filter aid, and concentrated in vacuo. The crude mixture was chromatographed on silica gel using 0-5% ethyl acetate/hexanes to afford 24 g (69%) (R)-2-[2-(2-bromomethyl-4-fluorophenyl)-2-methylpropyl]-2-trifluoromethyloxirane.

Provenance & Evidence