反应详情

温度

-78 °C

Reaction under N2 atmosphere. A mixture of DIPA (0.455 mol) in THF (500 ml) was stirred at −78° C. Butyllithium, 2.5M/hexane (0.390 mol) was added dropwise at −40° C. The mixture was stirred for 15 min, then re-cooled to −78° C. A solution of 1-(4-phenylbutyl)-1H-imidazole, prepared according to the procedure described in J. Chem. Soc., Perkin Trans., 1 (1975), 17, 1670–1671, (0.325 mol) in THF (350 ml) was added dropwise at −60° C. The mixture was stirred for one hour, then re-cooled to −78° C. This mixture was added dropwise to a mixture of N,N-dimethylformamide (0.390 mol, dry, p.a.) in THF (500 ml), stirred at −78° C. The reaction mixture was stirred for one hour at −78° C., then allowed to warm to room temperature while stirring overnight. A saturated aqueous NH4Cl solution (400 ml) was added and this mixture was extracted with THF. The separated organic layer was dried, filtered and the solvent evaporated, yielding 74.2 g of 1-(4-phenylbutyl)-1H-imidazole-2-carboxamide (interm. 18).

1. customReaction under N2 atmosphere
2. stirringThe mixture was stirred for 15 min
3. temperaturere-cooled to −78° C
4. stirringThe mixture was stirred for one hour
5. temperaturere-cooled to −78° C
6. stirringstirred at −78° C
7. stirringThe reaction mixture was stirred for one hour at −78° C.
8. temperatureto warm to room temperature
9. stirringwhile stirring overnight
10. extractionthis mixture was extracted with THF
11. customThe separated organic layer was dried
12. filtrationfiltered
13. customthe solvent evaporated