N-bromobutanimide → HCID 54144625, compound

Participants

Reaction Steps

N-Bromosuccinimide (0.1033 g, 0.58 mmole) was added to a refluxing solution of 4,5-dibenzyl-1,3-dioxolan-2-one (75 mg, 0.28 mmole) in CCl4 (30 ml) under argon. The refluxing mixture was irradiated with a 75 watt unfrosted tungsten light for 0.5 h. Refluxing was continued for 3 h, then the solution was cooled, filtered, and the solvent removed in vacuo (20° C./15 mm Hg). Flash chromatography (ethyl ether-hexane eluent) gave 4,5-dibenzylidene-1,3-dioxolan-2-one (47 mg, 63%): mp115° C. (rapid heating); IR (AgCl) 3023, 1812, 1493, 1453, 1365, 1156, 1087, 910, 697 cm-1 ; 'H NMR (CDCl3) 7.39(s, 10H), 4.95(s, 2H).

Provenance & Evidence