Hydrogen Peroxide → Pyridine, 3-methoxy-, 1-oxide

HRID 1441848Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1441848
[CH3:1][O:2][C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1.[OH:9]O>C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[N+:5]([O-:9])[CH:6]=[CH:7][CH:8]=1

Komponenten

4

Edukt 2

HCID 784Hydrogen PeroxideHCID 237193-Methoxypyridine

Produkt 1

HCID 139850Pyridine, 3-methoxy-, 1-oxideAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

3-Methoxypyridine (20.08 g, 209 mmol) was dissolved in 100 mL of acetic acid. 30% H2O2 (28.3 mL, 275 mmol) was added and the reaction mixture was heated at 70° C. for six h. The cooled reaction mixture was concentrated and the residue dissolved in CH2Cl2 and stirred overnight with 20 g of solid potassium carbonate. The mixture was filtered and concentrated to give compound 762A (25.2 g, 100%) as a light yellow solid which was characterized by 1H NMR and carried on to the next step.

Aufarbeitung

  1. customThe cooled reaction mixture
  2. concentrationwas concentrated
  3. dissolutionthe residue dissolved in CH2Cl2
  4. filtrationThe mixture was filtered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-0dc54d9576c84a89970668004a135396
Quelldatensatz
uspto-grants-2010_02
Patentnummer
US07655689B2

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