반응 #1929015

반응 방정식

water

t-BuLi

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

iodine

→

1-((Z)-1,2-difluoro-2-iodovinyl)-4-propylcyclohexane

용매

THF

THF

반응 조건

후처리

1. 1
   추출The batch is extracted with MTBE
2. 2
   세척the organic phase is washed with water and saturated sodium chloride solution
3. 3
   기타The solution is dried
4. 4
   농축concentrated to dryness
5. 5
   기타The residue is purified by column chromatography (SiO2, pentane)

실험 절차

7.0 g (26.3 mmol) of 1-((E)-1,2-difluorovinyl)-4-propylcyclohexane are initially introduced in 150 ml of THF at −55° C., and 20.5 ml (30.2 mmol, 15% soln. in n-pentane) of t-BuLi are metered in. After 2 h at this temperature, a solution of 7.67 g (30.0 mmol) of iodine in 50 ml of THF is added dropwise. The mixture is slowly warmed to 0° C., and water is added. The batch is extracted with MTBE, and the organic phase is washed with water and saturated sodium chloride solution. The solution is dried using sodium sulfate and concentrated to dryness. The residue is purified by column chromatography (SiO2, pentane), giving 1-((Z)-1,2-difluoro-2-iodovinyl)-4-propylcyclohexane as a pale-violet oil.

출처