(4-chloro-2-propyl-1H-imidazol-5-yl)methanol → 1H-Imidazole-4-carboxaldehyde, 5-chloro-2-propyl-

Participants

Reaction Steps

A solution of (4-chloro-2-propyl-1H-imidazol-5-yl)methanol (0.927 g, 5.3 mmol) and manganese dioxide (2 g, 23.0 mmol) in CH2Cl2 (12 mL) and 1,4-dioxane (6 mL) was heated under reflux for 6 h. The reaction mixture was cooled to RT, then filtered through celite, washing thoroughly with CH2Cl2. The filtrate was concentrated and dried to provide the title compound (0.541 g, 59%) as a pale yellow solid. 1H NMR (400 MHz, CDCl3) δ ppm 11.61 (br. s., 1H), 9.63 (s, 1H), 2.80 (t, 2H), 1.83 (sex, 2 H), 0.99 (t, 3H). ES-LCMS: m/z 173.0 (M+1).

Provenance & Evidence