Sodium borohydride → 1-(3-Bromo-5-chloro-2-methoxy-4-methylphenyl)ethanol

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-(3-bromo-5-chloro-2-methoxy-4-methylphenyl)ethanone (23 g, 83 mmol) in methanol (200 mL) was added sodium tetrahydroborate (5.0 g, 130 mmol) at 0° C. The mixture was stirred at 0° C. for 1 hour and quenched with water (10 mL). The resulting mixture was concentrated under reduced pressure to about 30 mL. The residue was diluted with ethyl acetate, washed with water and brine, dried over MgSO4, filtered and evaporated to yield the desired product. LCMS calculated for C10H11BrClO (M−OH)+: m/z=261.0, 263.0. found: 261.0, 263.0.

Provenance & Evidence