Imidazole → HCID 69693088, compound

Participants

Reaction Steps

To a stirred mixture of 2-[4-(4-phenyl-1H-imidazol-1-yl)phenyl]ethanol (5.36 g, 20.3 mmol) and imidazole (2.7 g, 40.6 mmol) in dichloromethane (100 mL) was added TBSCl (3.67 g, 24.3 mmol) at 0° C. and the reaction mixture was stirred at room temperature for 2 h. The volatile components were removed under reduced pressure, and the residue was purified by flash column chromatography on silica gel eluting with hexane/ethyl acetate (gradient elution from 5:1 to 2:1) to afford 5.6 g (73%) of the title compound as white solids: 1H-NMR (CDCl3)δ0.00 (6H, s), 0.88 (9H, s), 2.87 (2H, t, J=6.6 Hz), 3.84 (2H, t, J=6.6 Hz), 7.26-7.30 (2H, m), 7.35-7.44 (5H, m), 7.54-7.55 (1H, m), 7.82 (1H, br), 7.85 (2H, d, J=1.2 Hz).

Provenance & Evidence