Methanol → 2-Methoxyisonicotinonitrile

HRID 127201

Reaktionsgleichung

Reaktionsgleichung von HRID 127201
[Na].Cl[C:3]1[CH:8]=[C:7]([C:9]#[N:10])[CH:6]=[CH:5][N:4]=1.[CH3:11][OH:12]>>[CH3:11][O:12][C:3]1[CH:8]=[C:7]([C:9]#[N:10])[CH:6]=[CH:5][N:4]=1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 5686382-Chloro-4-cyanopyridineHCID 5360545Sodium

Produkt 1

HCID 72048872-MethoxyisonicotinonitrileAusbeute 51 %

Versuchsvorschrift

Sodium (20.8 g) was dissolved in methanol (285 ml), a solution of 2-chloro-4-cyanopyridine (115.53 g) in methanoldioxan (1:1, 850 ml) was added and the mixture was boiled under reflux for 21/2 hours and was allowed to cool. The mixture was filtered and the volume of the filtrate was reduced by evaporation in 200 ml and water (400 ml) was added. The solid which precipitated out was filtered off to give 2-methoxy-4-cyanopyridine (57.2 g, 51%), m.p. 93-95.5°.

Aufarbeitung

  1. temperatureunder reflux for 21/2 hours
  2. temperatureto cool
  3. filtrationThe mixture was filtered
  4. customthe volume of the filtrate was reduced by evaporation in 200 ml and water (400 ml)
  5. additionwas added
  6. customThe solid which precipitated out
  7. filtrationwas filtered off

Quellen und Nachweise

ORD-Eintrag
ord-c53e5f015c9a439dbf227b810b1f574a
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04255428

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