Hydrochloric Acid → HCID 20360760, compound

Participants

Reaction Steps

To a solution of methyl 3-(3-hydroxybenzoyl)propionate in chloroform at -5° to 0° was added paraformaldehyde and zinc chloride. Dry hydrogen chloride was passed through the well-stirred solution until the saturation point was reached and the stirring was continued for a further hour at room temperature. The reaction mixture was then poured into ice-water, the product extracted into dichloromethane and the organic layer washed with water and dried over magnesium sulphate. Evaporation of the dichloromethane gave an oily residue from which methyl 3-(4-chloromethyl-3-hydroxybenzoyl)-propionate was obtained by crystallisation from ethanol.

Provenance & Evidence