Water → 2-(Benzyloxy)-5-bromobenzaldehyde

Participants

Reaction Steps

To a suspension of 5-bromosalicylaldehyde (25.0 g) and potassium carbonate (51.4 g) in N,N-dimethylformamide (250 ml) was added benzyl bromide (15.4 ml) under ice-cooling, and the mixture was stirred for 40 min under ice-cooling, and further at room temperature for 15 hr. Water was added to the reaction mixture, the mixture was extracted with ethyl acetate, and the extract was washed successively with 0.1M aqueous sodium hydroxide solution and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the obtained residue was suspended in hexane (200 ml) and collected by filtration to give the object product (32.7 g) as a pale-yellow powder.

Provenance & Evidence