Benzoyl Peroxide → 1-Bromo-4-(bromomethyl)-2-fluorobenzene

Participants

Reaction Conditions

Reaction Steps

To a room temperature solution of 4-bromo-3-fluorotoluene (10.6 g) in 150 mL of carbon tetrachloride were added benzoyl peroxide (100 mg) and N-bromosuccinimide (10 g). The mixture was heated at 80° C. (with shine light) for 4 hours. The reaction mixture was cooled to 0° C. Filtered through celite, washed with hexanes and the solvent removed in vacuo. The crude material was purified by chromatography on SiO2 using hexanes to yield the title compound containing ˜30% of 1-bromo-4-(dibromomethyl)-2-fluorobenzene as impurity.

Provenance & Evidence