Potassium Carbonate → 2-Fluoro-6-(4-trifluoromethylphenoxy)pyridine

HRID 1266921Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1266921
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[F:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21](F)[N:20]=1.S([O-])([O-])(=O)=O.[Mg+2]>CN(C=O)C.CCCCCC.O>[F:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([O:9][C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:10])([F:11])[F:1])=[CH:8][CH:7]=2)[N:20]=1

Komponenten

8

Edukt 4

HCID 11430Potassium CarbonateHCID 24083Sulfuric acid magnesium salt (1:1)HCID 678744-(Trifluoromethyl)phenolHCID 739342,6-Difluoropyridine

Produkt 1

HCID 185447832-Fluoro-6-(4-trifluoromethylphenoxy)pyridineAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel2×HCID 8058HexaneLösungsmittel

Versuchsvorschrift

A reaction flask was loaded with 4-trifluoromethylphenol (8.4 g), anhydrous potassium carbonate (8.6 g), and DMF (15 ml), followed by stirring at room temperature for 15 minutes. To this mixture, 2,6-difluoropyridine (6.0 g) dissolved in DMF (15 ml) was dropwise added in one hour. Thereafter, the temperature was raised up to 60° C., and the mixture was stirred for six hours. Water was added to the reaction mixture, and extraction was carried out with hexane, followed by addition of magnesium sulfate to the extracted liquid for drying. After filtration to remove magnesium sulfate, hexane was removed by an evaporator to give 2-fluoro-6-(4-trifluoromethylphenoxy)-pyridine (8.0 g).

Aufarbeitung

  1. additionwas dropwise added in one hour
  2. temperatureThereafter, the temperature was raised up to 60° C.
  3. stirringthe mixture was stirred for six hours
  4. customfor drying
  5. filtrationAfter filtration
  6. customto remove magnesium sulfate, hexane
  7. customwas removed by an evaporator

Quellen und Nachweise

ORD-Eintrag
ord-fe7a0e6e858046bdbafefd5e41082ec3
Quelldatensatz
uspto-grants-2003_04
Patentnummer
US06551682B1

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