Ethyl bromoacetate → HCID 18403741, compound

Participants

Reaction Steps

To a solution of 4-benzyloxy-3-hydroxybenzaldehyde(0.5 g) in acetone (12.5 ml) was added milled potassium carbonate (1.20 g) and ethyl bromoacetate (0.48 ml), with stirring. The reaction mixture was heated under reflux for ˜1 hr, with stirring, poured into ice/water and extracted with ethyl acetate. The extracts were washed with water, saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated. The residue was dissolved in dichloromethane and flash chromatographed (silica gel), eluting with dichloromethane, followed by 1% methanol:dichloromethane). The appropriate fractions were collected and combined to give 0.63 g (98%) of product, mp 36-43° C.

Provenance & Evidence