N-bromobutanimide → 4-(Bromomethyl)-1-chloro-2-methoxybenzene

Participants

Reaction Conditions

Reaction Steps

57 g (363.96 mmol) of 2-chloro-5-methylanisole is dissolved in 800 ml of carbon tetrachloride and mixed at room temperature with 69.9 g (393.08 mmol) of N-bromosuccinimide. After 174.6 mg of benzoyl peroxide is added, it is refluxed for five hours (bath temperature 105° C.). The reaction mixture is suctioned off through a glass-pleated filter, rewashed, and the solution is spun in in a rotary evaporator. 83.6 g (97.5%) of the desired product (contains traces of starting material and dibromide) is obtained, which is incorporated in crude form into the next stage.

Provenance & Evidence