Boron tribromide → (4-Hydroxyphenyl)-2-pyridinylmethanone

Participants

Reaction Steps

To a stirred solution of (4-Methoxy-phenyl)-pyridin-2-yl-methanone (10.0 g, 0.046 mol) in DCM(140 mL) was added boron tribromide (17.8 mL, 0.187 mol) at −78° C. slowly. The reaction mixture was allowed to warm to room temperature and stirred for 24 h. Reaction mixture was quenched with saturated Sodium bicarbonate solution (250 mL) and extracted with ethyl acetate (2×250 mL). The organic layer was dried over sodium sulphate and concentrated. Purification by 100-200-mesh sized silica gel column with 0-40% EtOAc:Hexane as eluent provided the product.

Provenance & Evidence