Acetic Anhydride → HCID 59243456, compound

Participants

Reaction Steps

A slurry of (1-benzyl-1H-imidazol-2-yl)(diphenyl)methanol (1-2, 16.0 g, 47.0 mmol, 1 equiv) in acetic anhydride (120 mL) and pyridine (130 mL) was heated at 60° C. for 18 h. The resulting orange slurry was concentrated to dryness. The residue was suspended in saturated aqueous sodium carbonate solution (300 mL) and the resulting precipitate was filtered and washed with water (2×100 mL) followed by ethyl ether (50 mL). The resulting solid was suspended in ethanol, collected by filtration and air dried to afford (1-benzyl-1H-imidazol-2-yl)(diphenyl)methyl acetate (1-3) as white crystals. 1H NMR (300 MHz, CDCl3) δ 7.43 (m, 3H), 7.30 (m, 10H), 7.12 (d, 1H, J=1.2 Hz), 6.86 (m, 2H), 6.77 (d, 1H, J=1.2 Hz), 4.83 (s, 2H), 1.84 (s, 3H). LRMS m/z (M-OAc) 323.1 found, 323.2 required.

Provenance & Evidence