(4-methyl-5-phenyl-4H-1,2,4-triazol-3-yl)methanol → 4-methyl-5-phenyl-4H-1,2,4-triazole-3-carbaldehyde

Participants

Reaction Steps

To a solution of (4-methyl-5-phenyl-4H-1,2,4-triazol-3-yl)methanol, 35, (1.3 g, 6.9 mmol) in THF (20 mL) was added MnO2 (6.0 g, 68.7 mmol). The reaction stirred at room temperature for 2 h. The reaction mixture was then filtered through a plug of Celite® and concentrated in vacuo. The crude material was purified via silica gel chromatography (0-5% methanol/dichloromethane) yielding 820 mg (64%) of 36: 1H NMR (400 MHz, CDCl3) δ 10.14, (s, 1H), 7.68-7.60 (m, 2H), 7.59-7.45, (m, 3H), 3.98 (s, 3H); ESI+ MS: m/z (rel intensity) 188 (100, M+H).

Provenance & Evidence