2-Chloro-4-cyanopyridine → 2-Methoxyisonicotinonitrile

HRID 260471

Reaktionsgleichung

Reaktionsgleichung von HRID 260471
Cl[C:2]1[CH:7]=[C:6]([C:8]#[N:9])[CH:5]=[CH:4][N:3]=1.[CH3:10][O-:11].[Na+]>CO>[C:8]([C:6]1[CH:5]=[CH:4][N:3]=[C:2]([O:11][CH3:10])[CH:7]=1)#[N:9]

Komponenten

4

Edukt 2

HCID 5686382-Chloro-4-cyanopyridineHCID 10942334Sodium Methoxide

Produkt 1

HCID 72048872-Methoxyisonicotinonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 2-chloro-4-cyanopyridine (1.25 g, 9.1 mmol), prepared as described by D. Libermann, N. Rist, F. Grumbach, S. Cals, M. Moyeux and A. Rouaix, Bull. Soc. Chim. France, 694 (1958), in methanol was treated with sodium methoxide (0.58 g, 10.9 mmol) and refluxed for 30 minutes. The reaction mixture was cooled, filtered and the filtrate concentrated in vacuo to obtain the crude product as an off-white solid. The crude product was chromatographed on silica gel with 20% ethyl acetate in hexane. The title compound was obtained as a white powder.

Aufarbeitung

  1. temperaturerefluxed for 30 minutes
  2. temperatureThe reaction mixture was cooled
  3. filtrationfiltered
  4. concentrationthe filtrate concentrated in vacuo
  5. customto obtain the crude product as an off-white solid
  6. customThe crude product was chromatographed on silica gel with 20% ethyl acetate in hexane

Quellen und Nachweise

ORD-Eintrag
ord-45dee7e4a0c54f2d8932178cdf3a380e
Quelldatensatz
uspto-grants-1996_06
Patentnummer
US05527819

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