Hydrogen Peroxide → HCID 67272106, Verbindung
Reaktionsgleichung
[CH2:1]([C:5]1[C:6]([CH3:11])=[N:7][CH:8]=[CH:9][CH:10]=1)[CH:2]([CH3:4])[CH3:3].[OH:12]O>CC(O)=O>[CH2:1]([C:5]1[C:6]([CH3:11])=[N+:7]([O-:12])[CH:8]=[CH:9][CH:10]=1)[CH:2]([CH3:4])[CH3:3]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
3-Isobutyl-2-methyl-pyridine (Ishiguro et al. Yakugaku Zasshi 1958, 78, 220) (970 mg, 6.51 mmol) was suspended in a mixture of hydrogen peroxide (5 mL) and HOAc (45 mL) and the resulting mixture was stirred at 100° C. for 2.5 hours. The solvent was removed under reduced pressure and the resulting oily mixture was quenched with saturated NaHCO3 (60 mL) and extracted with CH2Cl2 (10×100 mL). The combined organic extracts were dried (MgSO4), filtered, and concentrated in vacuo to yield 3-isobutyl-2-methyl-pyridine-1-oxide as a colorless oil (821 mg, 76%). 1H NMR (CDCl3) δ 0.93 (d, 6H, J=6.0 Hz), 1.84 (m, 1H), 2.51 (d, 2H, J=6.0 Hz), 2.52 (s, 3H), 7.03 (m, 2H), 8.18 (d, 1H, J=6.0 Hz).