2-Methyl-2-butene → HCID 71117907, compound

Participants

Reaction Steps

A solution of sodium chlorite (80%, 2.53 g, 22.5 mmol), sodium phosphate mono-basic (210.6 mg, 1.76 mmol) in water was added to a solution of 1-(4-fluorophenyl)-2-(2,3,6-trifluorophenyl)-1H-imidazole-5-carb aldehyde (26) (720 mg, 2.25 mmol) and 2-methyl-2-butene (2M in THF, 7.53 mL, 15.1 mmol) in tert-butanol and the reaction was stirred for 15 minutes. Water and ethyl acetate were added and the layers were separated. The organic layer was washed with saturated sodium bicarbonate. The aqueous layer was acidified to pH 6 with 2N HCl and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo to give 1-(4-fluorophenyl)-2-(2,3,6-trifluorophenyl)-1H-imidazole-5-carboxylic acid (27).

Provenance & Evidence