Methyl o-toluate → Methyl 2-(bromomethyl)benzoate

Participants

Reaction Steps

50 g of methyl 2-methylbenzoate (0.33 M), 60.4 g of N-bromosuccinimide (0.340 M) and 4 g of benzoyl peroxide are added to a 2000 ml reactor containing 1500 ml of carbon tetrachloride. The reaction mixture is refluxed for 2 hours. After cooling to room temperature, the reaction medium is concentrated under vacuum. The oil obtained is purified by chromatography on silica (eluent: CH2Cl2). 74.5 g of a colourless oil are obtained (98% yield).

Provenance & Evidence