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

Participants

Reaction Steps

To a solution of 2-bromo-4-fluorotoluene (50 g, 265 mmol) in CCl4 (1 L) was added NBS (52 g, 291 mmol) and 300 mg of benzoyl peroxide. The mixture was heated to reflux and stirred for 30 minutes under a sun lamp. The reaction mixture was cooled and filtered on a SiO2 pad eluted with hexanes. The filtrate was concentrated to give 70 g of the title compound as a colorless oil and used as such.

Provenance & Evidence