2-Bromo-1-(4-fluorophenyl)ethan-1-one → HCID 57433608, compound

Participants

Reaction Steps

A solution of 2-amino-oxazole (14.9 g, 0.179 mol) in acetonitrile (100 ml) was slowly added over a period of 20 minutes to a solution of 2-bromo-1-(4-fluorophenyl)ethanone (57.6 g, 0.36 mol) in THF (150 ml). The reaction mixture was stirred at room temperature for 24 hrs then cooled to 0° C. A precipitate formed and was filtered off. The solid was washed with three portions of 30 ml of cold acetonitrile and dried at 50° C. under vacuum, yielding 38.75 g (72%) of an off-white solid. M.p.=218-221° C.; 300 MHz 1H NMR (DMSO-d6) δ: 9.80 (br. s, 1H), 8.16-8.11 (m, 2H), 8.00 (s, 1H), 7.62 (s, 1H), 7.52-7.46 (m, 2H), 5.80 (s, 2H); LCMS: 221 [M+H]. Calc. for C11H9N2O2F.1.05HBr.0.14ACN: C, 43.58; H, 3.39; N, 9.64. Found C, 43.63; H, 3.38; N, 9.65.

Provenance & Evidence