Dichloromethane → (4-bromo-2-methyl-1H-imidazol-5-yl)methanol

Participants

Reaction Steps

4-Bromo-5-hydroxymethyl-2-methylimidazole was prepared according to the procedure described by S. P. Watson, Synthetic Communications, 22, 2971-2977 (1992). A solution of 4-bromo-5-hydroxymethyl-2-methylimidazole (4.18 g, 21.9 mmol) was refluxed with manganese dioxide (16.1 g) in 1:1 methylene chloride:dioxane (200 mL) for 16 h. The cooled reaction was filtered through celite and concentrated to yield the title compound as a pale yellow solid. 1H NMR (CDCl3, 300 MHz) δ 9.57 (1H, s), 2.52 (3H, s).

Provenance & Evidence