Potassium Carbonate → HCID 178450934, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-iodo-2-tert-butylimidazole (200 mg, 0.80 mmol) obtained in Step 3 of Example 81, tert-butyl acrylate (240 μL, 1.63 mmol), palladium acetate (18 mg, 0.080 mmol), triphenylphosphine (42 mg, 0.016 mmol), potassium carbonate (133 mg, 0.962 mmol), and DMF (10 mL) was stirred at 100° C. for 3 hours. The mixture was left to cool to room temperature and filtered through Celite. To the filtrate, an aqueous sodium hydrogen carbonate solution was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=80/20) to give 3-(2-tert-butyl-1H-imidazol-4-yl)acrylic acid tert-butyl ester (51 mg, 0.22 mmol, yield: 26%).

Provenance & Evidence