Tetrafluoroethylene → HCID 19744229, compound

HRID 2254115Notes

Reaction equation

HRID 2254115 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[OH:11].[OH-].[K+].[F:14][C:15]([F:19])=[C:16]([F:18])[F:17]>CN(C)C=O.C1(C)C=CC=CC=1>[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[O:11][C:16]([F:18])([F:17])[CH:15]([F:19])[F:14]

Participants

6

Reactant 3

HCID 8301TetrafluoroethyleneHCID 98252-Fluoro-4-nitrophenolHCID 14797Potassium Hydroxide

Product 1

HCID 19744229HCID 19744229, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6228DimethylformamideSolvent

Procedure

7.0 Grams of 2-fluoro-4-nitrophenol was dissolved in 70 ml of N,N-dimethylformamide, and 1.0 g of potassium hydroxide was added thereto. Tetrafluoroethylene was blown into the resulting solution at an inner temperature of 100° C., after which stirring was continued for 6 hours at an inner temperature of 100° C. The reaction solution was poured into ice water and extracted with ether. The organic layer was washed with water, dried over anhydrous sodium sulfate and concentrated. The residue obtained was subjected to column chromatography on silica gel with toluene as an eluent to obtain 6.97 g of 3-fluoro-4-(1',1',2',2'-tetrafluoroethoxy)nitrobenzene. 1H-NMR (CDCl3): δ(ppm) 7.10-8.2(3H), 5.59(1H, tt, J=53, 3 Hz)

Workup

  1. customwas blown into the resulting solution at an inner temperature of 100° C.
  2. extractionextracted with ether
  3. washThe organic layer was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customThe residue obtained

Sources & evidence

ORD record
ord-210f317b51f1472581983d7430cc8d59
Source dataset
uspto-grants-1993_08
Patent number
US05234938

Reaction notes

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