تفاعل #1929015

معادلة التفاعل

water

t-BuLi

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

iodine

→

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

المذيبات

THF

THF

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر