反应详情

N,N'-Carbonyldiimidazole (4.9 g) was dissolved in dry N,N-dimethylformamide (10 ml) and acetic acid (1.8 g) was added. The solution was stirred for 5 minutes and then 1-[2-(4-carbamoylphenoxy)ethyl]imidazole (4.6 g) was added. The solution was heated under reflux for 3 hours and then evaporated. The residue was treated with aqueous sodium bicarbonate and the mixture was extracted several times with ethyl acetate. The combined ethyl acetate extracts were washed with water, dried (Na2SO4) and evaporated to give an oil which was chromatographed on silica gel. Elution with chloroform gave some impurity. Further elution with chloroform/methanol (50:1) gave a solid which was crystallised from 2-butanone to give 1-[2-(4-acetylcarbamoylphenoxy)ethyl]imidazole (0.9 g), m.p. 164°-165° C. Found: C, 61.28; H, 5.54; N, 15.51. C14H15N3O3 requires: C, 61.53; H, 5.53; N, 15.38%.

1. temperatureThe solution was heated
2. temperatureunder reflux for 3 hours
3. customevaporated
4. additionThe residue was treated with aqueous sodium bicarbonate
5. extractionthe mixture was extracted several times with ethyl acetate
6. washThe combined ethyl acetate extracts were washed with water
7. dry with materialdried (Na2SO4)
8. customevaporated
9. customto give an oil which
10. customwas chromatographed on silica gel
11. washElution with chloroform
12. customgave some impurity
13. washFurther elution with chloroform/methanol (50:1)
14. customgave a solid which
15. customwas crystallised from 2-butanone