1,3-Dichloroacetone → 2-(4-Bromophenyl)-4-(chloromethyl)oxazole

Participants

Reaction Steps

4-bromo-benzamide (4.03 g, 20.11 mmol), and 1,3-dichloro-acetone (3.83 g, 30.17 mmol) are placed in a 250 mL flask and dissolved in 150 mL of isopropyl alcohol. The mixture is heated to reflux for 5 hours and cooled to ambient temperature. The reaction is concentrated to dryness. The resulting solid is triturated with diethyl ether and filtered to remove unreacted 4-bromo-benzamide. The filtrate is concentrated to the title compound as an oily solid (3.1 g) and is used without further purification. MS (m/e) 273.9 (M+1)

Provenance & Evidence