Hydrogen Bromide → HCID 68451974, compound

Participants

Reaction Steps

2-Benzyl-5-(6-methoxy-2-naphthyl)-1,3-oxazole (2.53 g, 7.59 mmol), prepared in the previous step, in 25 mL of glacial acetic acid plus 10 mL of 48% aqueous HBr was stirred under nitrogen at 120° C. for 10 h. After cooling to room temperature the HBr and the acetic acid were removed under reduced pressure. The residue was taken up in 500 mL of 90% CH3OH/CH2Cl2, extracted three times with a total of 250 mL of 5% NaHCO3, dried (MgSO4), filtered and the solvent was removed under reduced pressure to give 6-(2-benzyl-1,3-oxazol-5-yl)-2-naphthol (2.24 g, 98%) as a brown solid, mp 200-202° C. Elemental Analysis for C20H15NO2 Calc'd: C, 79.72; H, 5.02; N, 4.65. Found: C, 78.63; H, 5.15; N, 4.44.

Provenance & Evidence