Phenol → 4-Methoxy-2-phenoxynicotinonitrile

HRID 2407827Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2407827
Cl[C:2]1[N:9]=[CH:8][CH:7]=[C:6]([O:10][CH3:11])[C:3]=1[C:4]#[N:5].C(=O)([O-])[O-].[Cs+].[Cs+].[C:18]1([OH:24])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CC(N(C)C)=O.O>[CH3:11][O:10][C:6]1[C:3]([C:4]#[N:5])=[C:2]([O:24][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:9]=[CH:8][CH:7]=1

Komponenten

6

Edukt 3

HCID 996PhenolHCID 10796Cesium carbonateHCID 14709302-Chloro-4-methoxynicotinonitrile

Produkt 1

HCID 14843434-Methoxy-2-phenoxynicotinonitrileAusbeute 70,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 31374DimethylacetamideLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

A solution of 2-chloro-4-methoxynicotinonitrile (1.02 g) in dimethylacetamide (30 mL) was treated with cesium carbonate (2.96 g) followed by phenol (0.683 g) at room temperature. The mixture was heated to 75° C. overnight. The mixture was cooled to room temperature, diluted with water (100 mL) and the precipitated solids collected by filtration, to provide the title compound (0.964 g) with the following physical data.

Aufarbeitung

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationthe precipitated solids collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-8d5421dd4a6348a785c1ad852bfeac4f
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08809538B2

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