反应详情

To a solution of 1-adamantanecarbonylchloride (2.980 g) in pyridine (26 ml) was added 4-carbamoylimidazolium-5-olate (1.271 g) and the reaction temperature was kept at 40°-43° C. for 4 hours. Unreacted starting material was recovered by filtration (210 mg). The filtrate was concentrated under reduced pressure. To the residue was added ethyl acetate (30 ml) and water (30 ml), and stirred at room temperature for 1 hour. The insoluble solid was filtered and washed with ethyl acetate to give almost pure 5-carbamoyl-1H-imidazol-4-yl 1-adamantanecarboxylate (1.602 g, α form, m.p. 207°-209° C. (dec.)).

1. filtrationwas recovered by filtration (210 mg)
2. concentrationThe filtrate was concentrated under reduced pressure
3. additionTo the residue was added ethyl acetate (30 ml) and water (30 ml)
4. filtrationThe insoluble solid was filtered
5. washwashed with ethyl acetate