Phosphorus tribromide → 2-(Bromomethyl)-1,3-dichloro-5-methoxybenzene

Participants

Reaction Conditions

Reaction Steps

Dissolve (2,6-dichloro-4-methoxy-phenyl)-methanol (113 g, 545.76 mmol) in 1200 mL dry tetrahydrofuran and cool to 0° C. under nitrogen. Add PBr3 (59.1 g, 218.3 mmol) under nitrogen and stir at 0° C. for 30 minutes. Pour into saturated aqueous sodium bicarbonate and extract with ethyl acetate. Dry and concentrate under vacuum to obtain 129.4 g product as an off-white solid: 1H NMR (400 MHz, CDCl3) δ 6.88 (s, 2H), 4.73 (s, 2H), 3.79 (s, 3H).

Provenance & Evidence