N-bromobutanimide → 1-Bromo-2-(4-methylsulfonylphenyl)-3-phenylazulene

Participants

Reaction Steps

To a solution of 2-(4-methylsulfonylphenyl)-1-phenylazulene (0.43 g) in CCl4 (20.0 ml) was added N-bromosuccinimide (0.23 g) and α,α'-azobis(isobutyronitrile) (0.01 g), and the reaction mixture was heated under reflux for 1 hr. The mixture was cooled to room temperature and was filtered, and concentrated. The crude product was purified by SiO2 column chromatography (benzene/EtOAc, 20:1) to give the title compound (0.52 g) as green crystals; mp 172°-173° C.

Provenance & Evidence