N-bromobutanimide → Methyl 2-(4-(bromomethyl)phenyl)benzo[d]oxazole-7-carboxylate

Participants

Reaction Steps

To a mixture of methyl 2-p-tolylbenzo[d]oxazole-7-carboxylate (1 g, 3.74 mmol) in CCl4 (7 mL) was added NBS (665 mg, 3.74 mmol) and BPO (52 mg, 0.37 mmol), heated to reflux for 24 hr, then the solvent was evaporated, and purified by silica gel chromatography (petroleum ether:ethyl acetate=100:1-50:1) to obtain methyl 2-(4-(bromomethyl)phenyl)benzo[d]oxazole-7-carboxylate as a white solid (1.0 g, yield 77%). LC-MS (ESI) m/z 346 [M+1]+.

Provenance & Evidence