반응 #1929014

반응 방정식

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

water

TBAF

→

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

용매

THF

MTBE

반응 조건

후처리

1. 1
   세척washed a number of times with water
2. 2
   추출The aqueous phases are extracted with MTBE
3. 3
   세척the combined organic phases are washed with water and saturated sodium chloride solution
4. 4
   기타The solution is dried
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The residue is purified by column chromatography (SiO2, pentane)

실험 절차

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.

출처