Potassium Carbonate → 2-(3-Bromo-phenyl)-5-phenyl-benzoxazole

Participants

Reaction Steps

2-amino-4-phenylphenol (30) (250 mg, 1.20 mmol) and 3-bromo-benzoyl chloride (31) (265 mg, 1.20 mmol) were heated in NMP at 150° C. overnight. The reaction was cooled to ambient temperature then K2CO3 (aq) and brine were added, and the aqueous extracted with EtOAc (×5). The organic layer was washed with brine, dried (Na2SO4), and the solvent concentrated in vacuo. The crude product was purified by column chromatography eluting with a mixture of 1:1 DCM in heptane to yield the title compound. Yield: 210 mg, 49%; LC-MS tr 2.02 min; HPLC Purity: 67%; MS (ES+) m/z 350, 352 (M+H)

Provenance & Evidence