Hydrochloric Acid → HCID 86612535, compound

HRID 1443548Notes

Reaction equation

HRID 1443548 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]1([CH2:15]Br)[CH2:14][CH2:13]1.C(=O)([O-])[O-].[K+].[K+].Cl>CS(C)=O>[CH:12]1([CH2:15][C:5]([CH2:4][CH2:3][C:2]([F:10])([F:11])[F:1])([C:8]#[N:9])[C:6]#[N:7])[CH2:14][CH2:13]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 81503BromomethylcyclopropaneHCID 221857612-(3,3,3-Trifluoropropyl)malononitrile

Product 1

HCID 86612535HCID 86612535, compoundYield 63.7%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

0.4 g of 2-(3,3,3-trifluoropropyl)malononitrile and 0.5 g of cyclopropylmethyl bromide were dissolved in 5 ml of dimethyl sulfoxide and thereto was added 0.41 g of potassium carbonate. The mixture was stirred at room temperature for 5 hours. Then, 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 0.34 g of 2-cyclopropylmethyl-2-(3,3,3-trifluoropropyl)malononitrile (hereinafter, referred to as the present compound (18)).

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-b14b5a0f8f744b1ab9d43ced5cc593bd
Source dataset
uspto-grants-2010_02
Patent number
US07662402B2

Reaction notes

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