2-Iodoxybenzoic acid → HCID 178519426, compound

Participants

Reaction Steps

[4-(1H-Imidazol-4-yl]-phenyl]-methanol (0.21 g, 1.23 mmol) was dissolved in DMSO (12 mL). o-Iodoxybenzoic acid (Frigerio, et al., J. Org. Chem. 1995, 60, 7272) (1.03 g, 3.70 mmol) was added, and the reaction stirred at room temperature for 3.5 hours. The solvent was removed in vacuo, and the residue dissolved in 4:1 CHCl3/iPrOH. The resultant solids were filtered off, and the filtrate washed in turn with 5% Na2SO3/5% NaHCO3 solution, water, and brine, dried (MgSO4) and the solvent removed to give 0.15 g (73%) of 4-(1H-imidazol-4-yl)-benzaldehyde as a yellow solid which was used without further purification: (DMSO-d6) δ 7.84-7.79 (m, 2H), 7.87 (d, 2H, J=8.4 Hz), 7.98 (d, 2H, J=8.2 Hz), 9.94 (s, 1H), 12.30-12.50 (br, 1H).

Provenance & Evidence