N-bromobutanimide → 2-Bromo-1-(bromomethyl)-4-fluorobenzene

Participants

Reaction Steps

A mixture of 2-bromo-4-fluorotoluene (37.4 g), N-bromosuccinimide (39 g), tetrachloromethane (120 ml) and benzoyl peroxide (0.25 g) is refluxed for 5 hours. After standing overnight, the separated succinimide is filtered off and the filtrate is taken down under diminished pressure, yielding 52 g (100%) of crude 2-bromo-4-fluorobenzyl bromide which can be used in the next step without purification. In order to characterize the pure compound, a sample can be distilled; b.p. 127° C./20 Torr.

Provenance & Evidence