2-Methyl-2-butene → HCID 178437661, compound

Participants

Reaction Steps

A solution of sodium chlorite (4.41 g, 48.8 mmol) and sodium dihydrogen phosphate monohydrate (3.9 g, 28.3 mmol) in water (11 mL) was added to a stirred solution of 4-chloro-2-ethyl-1H-imidazole-5-carbaldehyde (0.763 g, 4.81 mmol), 2-methyl-2-butene (30 mL of a 2M solution in THF, 60 mmol), and tert-butanol (3.7 mL) in THF (15 mL). The reaction mixture was stirred at RT for 6 h. The aqueous phase was separated and extracted with EtOAc (4×40 mL). The combined extracts were dried (Na2SO4), filtered, concentrated and the residue was triturated with diethyl ether to provide the title compound (0.715 g, 85%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.86 (br. s., 2H), 2.59 (q, 2H), 1.17 (t, 3H). ES-LCMS: m/z 174.9, 176.9 (M+H).

Provenance & Evidence