Hydrogen Peroxide → 2,4-Dimethylpyridine 1-oxide

HRID 426238

Reaktionsgleichung

Reaktionsgleichung von HRID 426238
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=1.[OH:9]O>C(O)(=O)C>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N+:3]=1[O-:9]

Komponenten

4

Edukt 2

HCID 784Hydrogen PeroxideHCID 79362,4-Dimethylpyridine

Produkt 1

HCID 707332,4-Dimethylpyridine 1-oxideAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

2,4-Dimethylpyridine (40 g, 0.37 mol) was stirred with 30% hydrogen peroxide (170 ml) in glacial acetic acid (400 ml) in an oil bath (80-90° C.) for 24 hr. After cooling to room temperature, the mixture was evaporated in vacuo and the residue was purified by silica gel column chromatography (eluent, 1) ether, 2) methanol:chloroform (8:92)) to afford 45 g (98%) of 2,4-dimethyl-pyridine 1-oxide as an oil. 1H NMR (200 MHz, DMSO-d6) δ 2.02 (3H, s), 2.18 (3H, s), 6.69 (1H, d, J=6.5 Hz), 6.82 (1H, s), 7.84 (1H, d, J=6.5 Hz).

Aufarbeitung

  1. customthe mixture was evaporated in vacuo
  2. customthe residue was purified by silica gel column chromatography (eluent, 1) ether, 2) methanol:chloroform (8:92))

Quellen und Nachweise

ORD-Eintrag
ord-3b557427a55c4199b11e2115640f5a1c
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08106064B2

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