Hydrogen Peroxide → 2-(5-Ethyl-1-oxidopyridin-1-ium-2-yl)ethanol

HRID 1922048

Reaktionsgleichung

Reaktionsgleichung von HRID 1922048
[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][OH:11])=[N:7][CH:8]=1)[CH3:2].[OH:12]O>C(O)(=O)C>[CH3:2][CH2:1][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][OH:11])=[N+:7]([O-:12])[CH:8]=1

Komponenten

4

Edukt 2

HCID 784Hydrogen PeroxideHCID 788945-Ethyl-2-pyridineethanol

Produkt 1

HCID 668233992-(5-Ethyl-1-oxidopyridin-1-ium-2-yl)ethanolAusbeute 81,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of 100 g (0.655 mol) 2-(5-ethyl-pyridin-2-yl)-ethanol in 500 mL acetic acid was added 118 g (1.049 mol) 30% hydrogen peroxide at 25-30° C. Reaction mixture was refluxed at 100° C. (tlc) for 14 hr. After completion of the reaction acetic acid was removed under vacuum, and the residual mass was poured in excess water and made alkaline by 10% Na2CO3 solution. Product was extracted with ethyl acetate and after concentrating ethyl acetate in vacuo, 89.58 g (81%) crystalline product was obtained.

Aufarbeitung

  1. customReaction mixture
  2. customwas removed under vacuum
  3. additionthe residual mass was poured in excess water
  4. extractionProduct was extracted with ethyl acetate
  5. concentrationafter concentrating ethyl acetate in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f90525ffda694b53b374bdf258fe6a2e
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08173816B2

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