Bromine → Methyl 4-(bromomethyl)-2-methoxybenzoate

Participants

Reaction Steps

To a refluxing mixture of methyl 2-methoxy-4-methyl-benzoate (21.625 g, 120 mmol) in CCl4 (240 mL) was added dropwise a solution of bromine (6.19 mL, 120 mmol) in CCl4 (75 mL) over 1.5 h. During the bromine addition the reaction was irradiated with a 250 W tungsten lamp. After the addition, the reaction was refluxed for 15 min and concentrated, and vacuum pumped to give methyl 2-methoxy-4-(bromomethyl)benzoate as an oil (29.864 g, 96%).

Provenance & Evidence