Azobisisobutyronitrile → HCID 86725422, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 1-(4-bromophenyl)propan-2-one (1.173 mmol) in carbon tetrachloride (2.5 mL) was degassed with a stream of nitrogen for five minutes, at which point the solution was treated with N-bromosuccinimide (1.291 mmol) and azobisisobutyronitrile (0.059 mmol). The reaction vessel was purged with nitrogen and sealed, and the mixture was heated overnight at 80° C. with stirring. The resulting orange solution was concentrated to dryness in vacuo. Purification of the crude material by silica gel chromatography (0-35% ethyl acetate/hexanes) afforded the title compound (94 mg, 19%). 1H NMR (400 MHz, DMSO-d6) d ppm 2.27 (s, 3 H) 6.12 (s, 1 H) 7.39 (m, J=8.59 Hz, 2 H) 7.62 (d, J=8.59 Hz, 2 H).

Provenance & Evidence