Potassium Carbonate → 4-{[6-(Trifluoromethyl)-3-pyridinyl]oxy}benzaldehyde

HRID 474650Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 474650
[F:1][C:2]([F:11])([F:10])[C:3]1[N:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.F[C:13]1[CH:20]=[CH:19][C:16]([CH:17]=[O:18])=[CH:15][CH:14]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[F:11][C:2]([F:1])([F:10])[C:3]1[N:8]=[CH:7][C:6]([O:9][C:13]2[CH:20]=[CH:19][C:16]([CH:17]=[O:18])=[CH:15][CH:14]=2)=[CH:5][CH:4]=1

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 680234-FluorobenzaldehydeHCID 27833885-Hydroxy-2-(trifluoromethyl)pyridine

Produkt 1

HCID 866662084-{[6-(Trifluoromethyl)-3-pyridinyl]oxy}benzaldehydeAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

To a solution of 6-(trifluoromethyl)-3-pyridinol (2 g, 12.26 mmol) and 4-fluorobenzaldehyde (1.315 ml, 12.26 mmol) in DMF (50 mL), was added K2CO3 (2.54 g, 18.39 mmol). The mixture was heated at 130° C. overnight. After cooling, the reaction mixture was diluted in water, extracted with EA. The organic phase was washed with water and brine, dried over Na2SO4, concentrated to afford the title compound (3.28 g, 12.26 mmol, 100% yield) as a brown oil. LCMS: rt=3.16 min, [M+H+]=268

Aufarbeitung

  1. temperatureAfter cooling
  2. extractionextracted with EA
  3. washThe organic phase was washed with water and brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-665a75e8e036463ba0b3fa63488edd05
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08637536B2

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