2-Chloro-4-cyanopyridine → 2-Methoxyisonicotinonitrile

HRID 224870

Reaktionsgleichung

Reaktionsgleichung von HRID 224870
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.O1CCOCC1.CO>[CH3:10][O:11][C:2]1[CH:7]=[C:6]([C:8]#[N:9])[CH:5]=[CH:4][N:3]=1

Komponenten

5

Edukt 2

HCID 5686382-Chloro-4-cyanopyridineHCID 10942334Sodium Methoxide

Produkt 1

HCID 72048872-MethoxyisonicotinonitrileAusbeute 110,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 21966525Dioxane MethanolLösungsmittel

Versuchsvorschrift

2-Chloro-4-cyanopyridine (115.53 g) in methanol/dioxan (1:1, 850 ml) was added to a solution of sodium methoxide (prepared from 20.8 g sodium) in methanol (285 ml) and the mixture was boiled under reflux for 2.5 hours and was allowed to cool. The mixture was filtered and the volume of the filtrate was reduced by evaporation to 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 2.5 hours
  2. temperatureto cool
  3. filtrationThe mixture was filtered
  4. customthe volume of the filtrate was reduced by evaporation to 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-fc4a7db47d314a38aaadf270ddc84200
Quelldatensatz
uspto-grants-1980_11
Patentnummer
US04234588

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