Water → HCID 178447997, compound

HRID 440183Notes

Reaction equation

HRID 440183 reaction equation
[F:1]/[C:2](/[C@H:9]1[CH2:14][CH2:13][C@H:12]([CH2:15][CH2:16][CH3:17])[CH2:11][CH2:10]1)=[C:3](/[F:8])\[Si](C)(C)C.[F-].[K+].O>C(#N)C>[F:1]/[C:2](/[C@H:9]1[CH2:14][CH2:13][C@H:12]([CH2:15][CH2:16][CH3:17])[CH2:11][CH2:10]1)=[CH:3]/[F:8]

Participants

5

Procedure

Then, 18.2 g (0.07 mol) of the obtained (Z)-1,2-difluoro-1-(trans-4-n-propylcyclohexyl)-2-trimethylsilylethylene was dissolved in 50 ml of acetonitrile, and then 8.12 g (0.14 mol) of potassium fluoride and 3.78 g (0.21 mol) of water were added thereto. The mixture was reacted for one hour at 50° C. The reaction mixture was cooled, and then 200 ml of water was added thereto. The mixture was extracted with methylene chloride. The organic layer was washed with a saturated sodium chloride aqueous solution and dried over CaCl2. After filtration, the solvent and low boiling substances were distilled off, and the residue was further distilled under reduced pressure to obtain 10.5 g (yield: 80%) of (E)-1,2-difluoro-1-(trans-4-n-propylcyclohexyl)ethylene.

Workup

  1. customThe mixture was reacted for one hour at 50° C
  2. temperatureThe reaction mixture was cooled
  3. extractionThe mixture was extracted with methylene chloride
  4. washThe organic layer was washed with a saturated sodium chloride aqueous solution
  5. dry with materialdried over CaCl2
  6. filtrationAfter filtration
  7. distillationthe solvent and low boiling substances were distilled off
  8. distillationthe residue was further distilled under reduced pressure

Sources & evidence

ORD record
ord-617d316f469b43aa8f670ad4590a3876
Source dataset
uspto-grants-1996_05
Patent number
US05516949

Reaction notes

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