反应 #2446071

反应方程式

Ethanol

4-(3-propylcyclopentyl)cyclohexanecarboaldehyde

sodium borohydride

→

(4-(3-propylcyclopentyl)cyclohexyl)methanol

收率 90.5%

溶剂

water

反应条件

后处理

1. 1
   其他obtained in the second step in Example 3, in a reaction vessel under an atmosphere of nitrogen
2. 2
   其他had been returned to room temperature
3. 3
   其他The mixture was separated
4. 4
   萃取the water layer was extracted with diethyl ether three times
5. 5
   洗涤the combined organic layer was washed with brine
6. 6
   干燥The solution was dried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
8. 8
   其他The residue was purified by silica gel chromatography (eluent: ethyl acetate/n-heptane=½ by volume)

实验过程

Ethanol (30 ml) was added to 4-(3-propylcyclopentyl)cyclohexanecarboaldehyde (2.3 g) obtained in the second step in Example 3, in a reaction vessel under an atmosphere of nitrogen, and the mixture was cooled to 0° C., and sodium borohydride (0.22 g) was added slowly. After the mixture had been returned to room temperature and stirred for another 20 hours and water (30 ml) was added. The mixture was separated, and the water layer was extracted with diethyl ether three times, and then the combined organic layer was washed with brine. The solution was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate/n-heptane=½ by volume) to give (4-(3-propylcyclopentyl)cyclohexyl)methanol (2.1 g).

来源