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

HRID 475684Notes

Reaction equation

HRID 475684 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 7%

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 7% and 1-(1,2,2-trifluoroethenyl)imidazole had been produced at yield of 39%.

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-8deda637c32841e78f02eafa0e9ad154
Source dataset
uspto-grants-2014_01
Patent number
US08637601B2

Reaction notes

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