تفاعل #1552031

معادلة التفاعل

Ethanol

4-(3-propylcyclopentyl)cyclohexanecarboaldehyde

sodium borohydride

→

(4-(3-propylcyclopentyl)cyclohexyl)methanol

المردود 90.5%

المذيبات

water

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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=1/2 by volume) to give (4-(3-propylcyclopentyl)cyclohexyl)methanol (2.1 g).

المصدر