反応 #1929014

反応方程式

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

water

TBAF

→

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

溶媒

THF

MTBE

反応条件

後処理

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

実験手順

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.

出典