Hydrochloric Acid → HCID 86612539, compound

HRID 1443551Notes

Reaction equation

HRID 1443551 reaction equation
[F:1][C:2]([F:18])([C:9]([F:17])([F:16])[C:10]([F:15])([F:14])[CH:11]([F:13])[F:12])[CH2:3][CH:4]([C:7]#[N:8])[C:5]#[N:6].[CH2:19](Br)[CH:20]=[CH2:21].C(=O)([O-])[O-].[K+].[K+].Cl>CS(C)=O>[CH2:21]([C:4]([CH2:3][C:2]([F:18])([F:1])[C:9]([F:16])([F:17])[C:10]([F:14])([F:15])[CH:11]([F:13])[F:12])([C:7]#[N:8])[C:5]#[N:6])[CH:20]=[CH2:19]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 25242027(2,2,3,3,4,4,5,5-Octafluoropentyl)propanedinitrile

Product 1

HCID 86612539HCID 86612539, compoundYield 23.4%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

0.56 g of 2-(2,2,3,3,4,4,5,5-octafluoropentyl)malononitrile and 0.30 g of allyl bromide were dissolved in 5 ml of dimethyl sulfoxide, 0.28 g of potassium carbonate was added, and the mixture was stirred at room temperature for 5 hours. Thereafter, dilute hydrochloric acid was added to the reaction mixture, followed by extraction with ethyl acetate. 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 0.15 g of 2-(allyl)-2-(2,2,3,3,4,4,5,5-octafluoropentyl)malononitrile (hereinafter, referred to as the present compound (47)).

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe organic layer was washed successively with water and aqueous saturated sodium chloride
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-162909f0a99b4946876d63c811efc5ca
Source dataset
uspto-grants-2010_02
Patent number
US07662402B2

Reaction notes

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