Benzyl Bromide → 2-(Benzyloxy)-5-bromobenzaldehyde

Participants

Reaction Steps

To 5-bromosalicylaldehyde (24) (10.01 g, 49.8 mmol) in DMF (50 mL) were added benzyl bromide (6.5 mL, 54.6 mmol) and potassium carbonate (13.76 g, 99.6 mmol). The reaction mixture was stirred at room temperature for 72 hours. The solution was diluted with water, and extracted with ethyl acetate (3×200 mL). The combined organic extracts were washed with brine (2×100 mL), dried with magnesium sulfate, filtered, evaporated in vacuo, and dried under high vacuum. The product (25) was crystallized from ethyl acetate in hexane to give 10.96 g (76%) as a white solid.

Provenance & Evidence