Ammonia → Methyl 4-(bromomethyl)benzoate

Participants

Reaction Steps

11.5 g (70 mmol) of methyl 4-hydroxymethylbenzoate are added to 120 ml of dichloromethane and 47.3 ml of phosphorus tribromide are added thereto. The mixture is stirred for one hour at ambient temperature and a semi-concentrated solution of ammonia in water is carefully added, whilst cooling with ice, until a pH of 8 to 9 is achieved. The organic phase is separated off and dried and the solvent is distilled off. 13.4 g (84% of theory) of the methyl 4-bromomethylbenzoate are obtained (analogously to Compound 6).

Provenance & Evidence