Azobisisobutyronitrile → 4-(4-Methoxybenzoyl)benzyl bromide

Participants

Reaction Steps

To a solution of (4-methoxyphenyl)(p-tolyl)methanone, 32-b. (3 g, 13.3 mmol) in CCL4 (30 ml) was added NBS (2.8 g, 16 mmol) and AIBN (50 mg), the reaction mixture was then stirred for 3 h under refluxed. The resulting mixture was cooled to ambient temperature, filtered, and filtrate was concentrated under reduce pressure. Purified by column chromatography on silica gel (petroleum ether/ethyl acetate=6:1), the pure product, 32-c, was obtained as a colorless oil (3 g, 74% yield). 1H NMR (300 MHz, DMSO-d6) δ 3.84 (s, 3H), 4.49 (s, 2H), 6.90-6.94 (m, 2H), 7.43-7.61 (m, 2H), 7.67-7.79 (m, 4H). LC-MS 305 [MH]+.

Provenance & Evidence