2-Methyl-2-butene → HCID 178432882, compound

Participants

Reaction Steps

A solution of sodium chlorite (1.4 g, 15.3 mmol) and sodium dihydrogen phosphate monohydrate (1.2 g, 8.7 mmol) in water (3.3 mL) was added to a stirred solution of 4-chloro-2-methyl-1H-imidazole-5-carbaldehyde (0.308 g, 2.1 mmol), 2-methyl-2-butene (9.3 mL of a 2M solution in THF, 18.6 mmol), and tert-butanol (1.2 mL) in THF (4.7 mL). The reaction mixture was stirred at RT for 6 h. The aqueous phase was separated and extracted with EtOAc (4×10 mL). The combined extracts were dried (Na2SO4), filtered, concentrated and the residue was triturated with diethyl ether to provide the title compound (0.168 g, 50%) as white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.98 (br. s., 1H), 12.88, (br. s., 1H), 2.26 (s, 3H). ES-LCMS: m/z 160.9 (M+1).

Provenance & Evidence