反应 #2328978

反应方程式

sodium borohydride

THF

( 3-3 )

4′-vinylbicyclohexyl-4-carbaldehyde

ammonium chloride

→

trans-4-(trans-4-vinylcyclohexyl)cyclohexylmethanol

溶剂

ethanol

ethyl acetate

water

反应条件

后处理

1. 1
   workup.STIRRINGwhile stirring the inner temperature
2. 2
   温度After raising the temperature to room temperature
3. 3
   workup.STIRRINGstirring for 2 hours
4. 4
   其他terminating
5. 5
   其他the reaction
6. 6
   workup.ADDITIONThe saturated saline was added to the reacted solution
7. 7
   其他the organic layer was separated
8. 8
   萃取the aqueous layer was extracted with ethyl acetate (twice)
9. 9
   洗涤The combined organic layer was washed with saturated saline
10. 10
    干燥dried over anhydrous magnesium sulfate
11. 11
    workup.DISTILLATIONThe solvent was distilled off under reduced pressure
12. 12
    其他the residue was purified by column chromatography

实验过程

A THF (180 mL) solution of 60.1 g of a nearly colorless solid obtained in (3-3) was added dropwise in an ethanol (120 mL) solution of 1.65 g of sodium borohydride under stirring at −10° C. while stirring the inner temperature. After raising the temperature to room temperature and stirring for 2 hours, water, ethyl acetate and an aqueous ammonium chloride aqueous were added, thereby terminating the reaction. The saturated saline was added to the reacted solution, and the organic layer was separated, and then the aqueous layer was extracted with ethyl acetate (twice). The combined organic layer was washed with saturated saline and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by column chromatography to obtain 15.4 g of trans-4-(trans-4-vinylcyclohexyl)cyclohexylmethanol as a white solid.

来源