Water → HCID 58879034, compound

HRID 1443590Notes

Reaction equation

HRID 1443590 reaction equation
FC(F)(F)S(O[CH2:7][C:8]([F:25])([F:24])[C:9]([F:23])([F:22])[C:10]([F:21])([F:20])[C:11]([F:19])([F:18])[C:12]([F:17])([F:16])[CH:13]([F:15])[F:14])(=O)=O.C(=O)([O-])[O-].[K+].[K+].[C:34](#[N:38])[CH2:35][C:36]#[N:37].O>CS(C)=O>[F:24][C:8]([F:25])([C:9]([F:22])([F:23])[C:10]([F:20])([F:21])[C:11]([F:18])([F:19])[C:12]([F:16])([F:17])[CH:13]([F:14])[F:15])[CH2:7][CH:35]([C:34]#[N:38])[C:36]#[N:37]

Participants

6

Reactant 4

HCID 962WaterHCID 8010MalononitrileHCID 11430Potassium CarbonateHCID 54417117HCID 54417117, compound

Product 1

HCID 58879034HCID 58879034, compoundYield 16.7%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent2×

Procedure

14.6 g of 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyl trifluoromethanesulfonate was dissolved in 20 ml of dimethyl sulfoxide, and 5.5 g of potassium carbonate was added. 2.6 g of malononitrile dissolved in 10 ml of dimethyl sulfoxide was added dropwise thereto, and the mixture was stirred at room temperature for 3 hours. The reaction mixture was poured to water and then extracted with diethyl ether. The organic layer was washed successively with water and aqueous saturated sodium chloride, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 2.0 g of 2-(2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyl)malononitrile.

Workup

  1. additionwas added dropwise
  2. extractionextracted with diethyl ether
  3. washThe organic layer was washed successively with water and aqueous saturated sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-cb9247fc6fdf4fed9e7c5d17e3f35a7b
Source dataset
uspto-grants-2010_02
Patent number
US07662402B2

Reaction notes

Loading…