反応 #1929015

反応方程式

water

t-BuLi

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

iodine

→

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

溶媒

THF

THF

反応条件

後処理

1. 1
   抽出The batch is extracted with MTBE
2. 2
   洗浄the organic phase is washed with water and saturated sodium chloride solution
3. 3
   その他The solution is dried
4. 4
   濃縮concentrated to dryness
5. 5
   その他The residue is purified by column chromatography (SiO2, pentane)

実験手順

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.

出典