Sodium → 2-Methoxy-5-nitropyridine-3-carboxylic acid

HRID 1399950Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1399950
Cl[C:2]1[N:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:14][O-:15].[Na+].[Na]>CO>[CH3:14][O:15][C:2]1[N:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Komponenten

5

Edukt 3

HCID 5360545SodiumHCID 10942334Sodium MethoxideHCID 125426642-Chloro-5-nitronicotinic acid

Produkt 1

HCID 207150902-Methoxy-5-nitropyridine-3-carboxylic acidAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel3×

Versuchsvorschrift

To 2-chloro-5-nitro-nicotinic acid (1.0 mmol) in methanol was added a solution of sodium methoxide in methanol (2.4 mmol, freshly prepared from sodium metal in methanol). The solution was refluxed for 2 h and the mixture was allowed to cool and concentrated in vacuo. To the resulting residue was added 10% citric acid solution (20 ml) and the solution extracted with ethyl acetate (20 ml). The organic layer was dried (MgSO4) and concentrated in vacuo. The residue was crystallised from water to give a yellow-white solid (73%).

Aufarbeitung

  1. temperatureThe solution was refluxed for 2 h
  2. temperatureto cool
  3. concentrationconcentrated in vacuo
  4. additionTo the resulting residue was added 10% citric acid solution (20 ml)
  5. extractionthe solution extracted with ethyl acetate (20 ml)
  6. dry with materialThe organic layer was dried (MgSO4)
  7. concentrationconcentrated in vacuo
  8. customThe residue was crystallised from water

Quellen und Nachweise

ORD-Eintrag
ord-0fb75a4caa2e447d96e8b76aba9e27c3
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08906912B2

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