反应 #1929014

反应方程式

[(Z)-1,2-difluoro-2-(4-propylcyclohexyl)vinyl]triethylsilane

water

TBAF

→

1-((E)-1,2-difluorovinyl)-4-propylcyclohexane

溶剂

THF

MTBE

反应条件

后处理

1. 1
   洗涤washed a number of times with water
2. 2
   萃取The aqueous phases are extracted with MTBE
3. 3
   洗涤the combined organic phases are washed with water and saturated sodium chloride solution
4. 4
   其他The solution is dried
5. 5
   浓缩concentrated under reduced pressure
6. 6
   其他The residue is purified by column chromatography (SiO2, pentane)

实验过程

34.6 g (0.11 mol) of [(Z)-1,2-difluoro-2-(4-propylcyclohexyl)vinyl]triethylsilane are refluxed for 20 h in 900 ml of THF together with 45 ml of water and 160 ml of TBAF (0.16 mol, 1 M soln. in THF). The batch is diluted with MTBE and washed a number of times with water. The aqueous phases are extracted with MTBE, and the combined organic phases are washed with water and saturated sodium chloride solution. The solution is dried using sodium sulfate and concentrated under reduced pressure. The residue is purified by column chromatography (SiO2, pentane), giving 1-((E)-1,2-difluorovinyl)-4-propylcyclohexane as a colourless oil.

来源