Hydrochloric Acid → HCID 58879038, compound

HRID 1443600Notes

Reaction equation

HRID 1443600 reaction equation
[F:1][C:2]([F:11])([F:10])[CH2:3][CH2:4][CH:5]([C:8]#[N:9])[C:6]#[N:7].[CH:12]([C:14]([CH2:16][CH3:17])=[O:15])=[CH2:13].C(=O)([O-])[O-].[K+].[K+].Cl>CC(C)=O>[F:1][C:2]([F:10])([F:11])[CH2:3][CH2:4][C:5]([CH2:13][CH2:12][C:14](=[O:15])[CH2:16][CH3:17])([C:8]#[N:9])[C:6]#[N:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 153941-Penten-3-oneHCID 221857612-(3,3,3-Trifluoropropyl)malononitrile

Product 1

HCID 58879038HCID 58879038, compoundYield 26.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

3.2 g of 2-(3,3,3-trifluoropropyl)malononitrile and 1.7 g of ethyl vinyl ketone were dissolved in 30 ml of acetone, 3.3 g of potassium carbonate was added, and the mixture was stirred at room temperature for 1 hour. Thereafter, dilute hydrochloric acid was added to the reaction mixture, followed by extraction with methyl tert-butyl ether. The organic layer was washed successively with water, aqueous saturated sodium hydrogen carbonate 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 1.3 g of 2-(3,3,3-trifluoropropyl)-2-(3-oxopentyl)malononitrile.

Workup

  1. extractionfollowed by extraction with methyl tert-butyl ether
  2. washThe organic layer was washed successively with water, aqueous saturated sodium hydrogen carbonate and aqueous saturated sodium chloride
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-668c501373ae4c4abc80f8dd9615ed22
Source dataset
uspto-grants-2010_02
Patent number
US07662402B2

Reaction notes

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