33468-67-6

75-07-0

91944-47-7

33468-67-6

General procedure for the synthesis of 2-methyl-4-trifluoromethylimidazole from acetaldehyde and trifluoromethanesulfonic acid: to a 10 mL sealed tube was added a mixture of acetaldehyde (296 μL, 5.29 mmol), 3,3,3-trifluoro-2-oxopropanal (Compound 16.1, 1.0 g, 7.9 mmol) and 25% ammonium hydroxide solution (0.8 mL) in methanol (5 mL) Solution. The reaction mixture was stirred at 0°C for 3 hours, followed by continued stirring at room temperature overnight. After completion of the reaction, the mixture was concentrated under reduced pressure and the residue was diluted with water (50 mL). The aqueous phase was extracted with ethyl acetate (3 x 20 mL), the organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography to give 430 mg (54% yield) of 2-methyl-4-trifluoromethylimidazole as a light yellow solid.