Реакция #1929014

Уравнение реакции

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

water

TBAF

→

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

Растворители

THF

MTBE

Условия реакции

Обработка

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

Методика

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.

Источник