反应详情

To a suspension of lithium aluminum hydride (2.30 g) in tetrahydrofuran (50 ml) was added dropwise indolizin-7-one (2.80 g), which was prepared from 4,4-diethoxybutylamine and diethyl 1,3-acetonedicarboxylate according to the method described in Heterocycles, 43, 1391 (1996), with stirring under ice-cooling under a nitrogen atmosphere, and the resulting mixture was stirred at the same temperature for 1 hour. After stirring, to the reaction mixture was added sodium sulfate decahydrate, and the resulting mixture was furthermore stirred at room temperature for 1 hour. After removing insoluble materials by filtration, the filtrate was evaporated in vacuo. The residue obtained was purified by chromatography on a silica gel column using a mixed solvent of dichloromethane and methanol (4:1) as the eluent to afford the title compound (1.70 g, yield: 59%) as a yellow oil.

1. temperaturecooling under a nitrogen atmosphere
2. stirringthe resulting mixture was stirred at the same temperature for 1 hour
3. stirringAfter stirring, to the reaction mixture
4. stirringthe resulting mixture was furthermore stirred at room temperature for 1 hour
5. customAfter removing insoluble materials
6. filtrationby filtration
7. customthe filtrate was evaporated in vacuo
8. customThe residue obtained
9. customwas purified by chromatography on a silica gel column