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Hydrochloric Acid → HCID 86612543, compound

HRID 1443557
Notes
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Reaction equation

HRID 1443557 reaction equation
[F:1][C:2]([F:11])([F:10])[CH2:3][CH2:4][CH:5]([C:8]#[N:9])[C:6]#[N:7].[Cl:12][C:13]([F:21])([F:20])[C:14]([Cl:19])([F:18])[CH2:15][CH2:16]I.C(=O)([O-])[O-].[K+].[K+].Cl>CS(C)=O>[Cl:19][C:14]([F:18])([C:13]([Cl:12])([F:21])[F:20])[CH2:15][CH2:16][C:5]([CH2:4][CH2:3][C:2]([F:10])([F:11])[F:1])([C:8]#[N:9])[C:6]#[N:7]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 47126711,2-dichloro-1,1,2-trifluoro-4-iodobutaneHCID 221857612-(3,3,3-Trifluoropropyl)malononitrile

Product 1

HCID 86612543HCID 86612543, compoundYield 56.4%

Reagents, catalysts & solvents 1

HCID 679
Dimethyl Sulfoxide
Solvent

Procedure

1.6 g of 2-(3,3,3-trifluoropropyl)malononitrile and 3.1 g of 1,2-dichloro-4-iodo-1,1,2-trifluorobutane were dissolved in 5 ml of dimethyl sulfoxide, 1.4 g of potassium carbonate was added, and the mixture was stirred at room temperature for 6 hours. 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 1.9 g of 2-(3,4-dichloro-3,4,4-trifluorobutyl)-2-(3,3,3-trifluoropropyl)malononitrile (hereinafter, referred to as the present compound (54)).

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-f59b50bb07ec467ca2ead741fcf17772
Source dataset
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07662402B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes