Methyl 2-Chloro-6-methylisonicotinate → Methyl 2-methylisonicotinate

HRID 279611

Reaktionsgleichung

Reaktionsgleichung von HRID 279611
Cl[C:2]1[CH:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[C:4]([CH3:12])[N:3]=1>[Pd].CO>[CH3:12][C:4]1[CH:5]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:7]=[CH:2][N:3]=1

Komponenten

4

Edukt 1

HCID 2759833Methyl 2-Chloro-6-methylisonicotinate

Produkt 1

HCID 11542811Methyl 2-methylisonicotinateAusbeute 53 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of methyl 2-chloro-6-methyl-pyridine-4-carboxylate (1.8 g, 10 mmol) and 10% palladium-on-charcoal catalyst (200 mg) in methanol (100 ml) was stirred under hydrogen at 5 atmospheres pressure. The catalyst was removed by filtration and the volatiles removed from the filtrate by evaporation. The residue was treated with 10% aqueous sodium hydroxide solution and extracted with ether (3×30 ml). The combined extracts were dried (MgSO4) and the solvent removed by evaporation to give methyl 2-methyl-pyridine-4-carboxylate (800 mg, 53%) as an oil.

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. customthe volatiles removed from the filtrate by evaporation
  3. additionThe residue was treated with 10% aqueous sodium hydroxide solution
  4. extractionextracted with ether (3×30 ml)
  5. dry with materialThe combined extracts were dried (MgSO4)
  6. customthe solvent removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-92651961e0a34696be7c279b6031b815
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06362336B1

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