反应 #576484

反应方程式

2-Butyl-3-oxol 2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile

2-butyl-3-oxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile

diisobutylaluminium hydride toluene

hydrochloric acid

→

2-butyl-3-oxo-1,2,3,4,5,6,7,8-octahydroisoquinoline-4-carbonitrile

收率 70.1%

溶剂

toluene

反应条件

后处理

1. 1
   温度cooling
2. 2
   萃取the reaction mixture was extracted with ethyl acetate (10 mL)
3. 3
   洗涤washed with brine (5 mL)
4. 4
   干燥dried over anhydrous magnesium sulfate
5. 5
   其他evaporated under reduced pressure
6. 6
   其他The obtained residue was purified by silica gel column chromatography (toluene/ethyl acetate)

实验过程

2-Butyl-3-oxol-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile (7-012) (100 mg, 0.43 mmol) was dissolved in toluene (10 mL), and to the reaction mixture was added 1 M diisobutylaluminium hydride toluene solution (0.8 mL, 0.8 mmol) under ice-cooling, and the reaction mixture was stirred for 10 min. To the reaction mixture was added 1 mol/L diluted hydrochloric acid (5 mL), and the reaction mixture was extracted with ethyl acetate (10 mL), washed with brine (5 mL), dried over anhydrous magnesium sulfate, and evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (toluene/ethyl acetate) to give 2-butyl-3-oxo-1,2,3,4,5,6,7,8-octahydroisoquinoline-4-carbonitrile (7-018) (70 mg, 70%) as a white powder.

来源