1-Propanol → 2,3-Dimethyl-4-propoxypyridine 1-oxide

HRID 4699

Reaktionsgleichung

Reaktionsgleichung von HRID 4699
[CH3:1][C:2]1[C:7]([CH3:8])=[C:6]([N+]([O-])=O)[CH:5]=[CH:4][N+:3]=1[O-:12].C(=O)([O-])[O-].[K+].[K+].[CH2:19]([OH:22])[CH2:20][CH3:21]>>[CH3:1][C:2]1[C:7]([CH3:8])=[C:6]([O:22][CH2:19][CH2:20][CH3:21])[CH:5]=[CH:4][N+:3]=1[O-:12]

Komponenten

4

Edukt 3

HCID 10311-PropanolHCID 11430Potassium CarbonateHCID 1482232,3-Dimethyl-4-nitropyridine-N-oxide

Produkt 1

HCID 150355372,3-Dimethyl-4-propoxypyridine 1-oxide

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

In n-propanol (42 ml) was dissolved 2,3-dimethyl-4-nitropyridine-1-oxide (841 mg). To the solution was added anhydrous potassium carbonate (2.1 g), and the mixture was stirred at 80° C. for 22 hours, followed by filtration with celite. The filtrate was concentrated, and the residue was chromatographed on a column of silica-gel (50 g), which was eluted with 5% methanol.chloroform to yield 2,3-dimethyl-4-propoxypyridine-1-oxide (360 mg) as an oily substance.

Aufarbeitung

  1. filtrationfollowed by filtration with celite
  2. concentrationThe filtrate was concentrated
  3. customthe residue was chromatographed on a column of silica-gel (50 g), which
  4. washwas eluted with 5% methanol

Quellen und Nachweise

ORD-Eintrag
ord-fcfef2d239354cdaa1521ec40209288e
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04727150

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