تفاعل #1929014

ord-7de38795d58d4a14acea9041ea0f462f

معادلة التفاعل

CCCC1CCC(/C(F)=C(\F)[Si](CC)(CC)CC)CC1
[(Z)-1,2-difluoro-2-(4-propylcyclohexyl)vinyl]triethylsilane
O
water
CCCC[N+](CCCC)(CCCC)CCCC.[F-]
TBAF
CCCC1CCC(/C(F)=C\F)CC1
1-((E)-1,2-difluorovinyl)-4-propylcyclohexane

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08945420B2uspto-grants-2015_02