Hydrogen Peroxide → 2,3-Dimethyl-1-oxo-1lambda~5~-pyrazine

HRID 507276Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 507276
[CH3:1][C:2]1[C:7]([CH3:8])=[N:6][CH:5]=[CH:4][N:3]=1.[OH:9]O>C(O)(=O)C>[CH3:1][C:2]1[C:7]([CH3:8])=[N:6][CH:5]=[CH:4][N+:3]=1[O-:9]

Komponenten

4

Edukt 2

HCID 784Hydrogen PeroxideHCID 222012,3-Dimethylpyrazine

Produkt 1

HCID 124071632,3-Dimethyl-1-oxo-1lambda~5~-pyrazineAusbeute 94,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
35 °C

Versuchsvorschrift

A mixture of 2,3-dimethylpyrazine (25 g, 0.23 mol) and 30% H2O2 (52.4 g, 0.46 mol) in acetic acid (74 mL) was stirred for two days at 35° C. The solvent was removed under vacuum. Water was added and the mixture evaporated again. The residue was basified with aqueous K2CO3 and extracted with EtOAc. The organic phases were dried over Na2SO4 and concentrated. The resulting solid combined from two batches was recrystallized from cyclohexane to give 2,3-dimethylpyrazine 1-oxide (27 g, 47%). 1HNMR (CDCl3, 300 MHz) δ 8.18 (d, J=3.9 Hz, 1H), 8.02 (d, J=4.2 Hz, 1H), 2.58 (s, 3H), 2.48 (s, 3H).

Aufarbeitung

  1. customThe solvent was removed under vacuum
  2. additionWater was added
  3. customthe mixture evaporated again
  4. extractionextracted with EtOAc
  5. dry with materialThe organic phases were dried over Na2SO4
  6. concentrationconcentrated
  7. customwas recrystallized from cyclohexane

Quellen und Nachweise

ORD-Eintrag
ord-bd24f7354f904409878097102f86b6ab
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07786141B2

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