Azobisisobutyronitrile → 2-Bromo-2-(4-(quinolin-7-yl)phenyl)acetonitrile

Participants

Reaction Conditions

Reaction Steps

A solution of 2-(4-(quinolin-7-yl)phenyl)acetonitrile (0.409 mmol) in carbon tetrachloride (2 mL) was degassed for three minutes with a stream of nitrogen. The solution was then treated with N-bromosuccinimide (0.450 mmol) and azobisisobutyronitrile (0.020 mmol). The reaction vessel was purged with nitrogen and sealed and the mixture was allowed to stir overnight in a 75° C. oil bath. The reaction mixture was then directly loading onto silica gel and concentrated in vacuo. Purification of the residue by silica gel chromatography (0-80% ethyl acetate/hexanes) afforded the title compound (30 mg, 17%). MS(ES)+ m/e 322.9/325.0 [M+H]+ (bromide isotope pattern).

Provenance & Evidence