反应详情

5-(1-Methyl-1H-indol-3-yl)tetrazole (0.080 g, 0.402 mmol) was dissolved in dry THF (5 ml) and treated with sodium hydride (80%) (0.014 g, 0.441 mmol). When effervescence had ceased, 1-(bromoacetyl)piperidine (Bull. Soc. Chim. France 1964 5, 1063) (0.093 g, 0.422 mmol) in dry THF (2 ml) was added. After 1 h, a further amound of 1-(bromoacetyl)piperidine (0.047 g, 0.211 mmol) in dry THF (1 ml) was added. After a further 2 h, the reaction mixture was evaporated under reduced pressure to give a brown solid which was partitioned between CHCl3 and water. The organic layer was washed with NaHCO3 solution, and the combined aqueous layers were extracted with CHCl3. The combined organic layers were then dried (Na2SO4) and evaporated to give an off white foam which was dried in vacuo and then purified by silica-gel chromatography (pentane: EtOAc 1:1 as eluant) to give the title compound (D3 ) as a white solid (0.080 g, 61%)

1. waitAfter a further 2 h
2. customthe reaction mixture was evaporated under reduced pressure
3. customto give a brown solid which
4. customwas partitioned between CHCl3 and water
5. washThe organic layer was washed with NaHCO3 solution
6. extractionthe combined aqueous layers were extracted with CHCl3
7. dry with materialThe combined organic layers were then dried (Na2SO4)
8. customevaporated
9. customto give an off white foam which
10. customwas dried in vacuo
11. custompurified by silica-gel chromatography (pentane: EtOAc 1:1 as eluant)