(Trifluoromethyl)benzene → 1H-Imidazole, 1-(1,2,2-trifluoroethenyl)-

HRID 475686Notes

Reaction equation

HRID 475686 reaction equation
C1(C(F)(F)F)C=CC=CC=1.[F:11][C:12]([N:17]1[CH:21]=[CH:20][N:19]=[CH:18]1)(F)[CH:13]([F:15])[F:14]>O>[F:11][C:12]([N:17]1[CH:21]=[CH:20][N:19]=[CH:18]1)=[C:13]([F:15])[F:14]

Participants

4

Reactant 2

HCID 7368(Trifluoromethyl)benzeneHCID 132688751-(1,1,2,2-Tetrafluoroethyl)-1H-imidazole

Product 1

HCID 674939581H-Imidazole, 1-(1,2,2-trifluoroethenyl)-Yield 41%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Then the entire crude reaction product was poured into water (30 ml), and subjected to extraction with ethyl acetate. After separation of an organic layer, drying with magnesium sulfate was carried out and concentration under reduced pressure was conducted. Then thereto was added 1.46 g (10 mmol) of benzotrifluoride, and it was confirmed by a 19F-NMR analysis based on benzotrifluoride that 1-(1,1,2,2-tetrafluoroethyl)imidazole had been produced at yield of 41% and 1-(1,2,2-trifluoroethenyl)imidazole had been produced at yield of 19%.

Workup

  1. customThen the entire crude reaction product
  2. extractionsubjected to extraction with ethyl acetate
  3. customAfter separation of an organic layer
  4. dry with materialdrying with magnesium sulfate
  5. concentrationconcentration under reduced pressure

Sources & evidence

ORD record
ord-76060741553145f2806e38e59b944ccf
Source dataset
uspto-grants-2014_01
Patent number
US08637601B2

Reaction notes

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