Hydrogen Peroxide → 5-Methoxy-2-methyl-1-oxo-1lambda~5~-pyridine

HRID 904147Notes

Reaction equation

HRID 904147 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH3:9])=[N:7][CH:8]=1.[OH:10]O.O>C(O)(=O)C.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH3:9])=[N+:7]([O-:10])[CH:8]=1

Participants

6

Reactant 3

HCID 784Hydrogen PeroxideHCID 962WaterHCID 133587775-Methoxy-2-methylpyridine

Product 1

HCID 122140195-Methoxy-2-methyl-1-oxo-1lambda~5~-pyridine

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

A solution consisting of 5-methoxy-2-methylpyridine (12.3 g.) and 30% hydrogen peroxide (12 ml.) dissolved in glacial acetic acid (50 ml) was heated in a steam bath for a period of 12 hours and then allowed to stand overnight (~16 hours) at room temperature (~25° C.). Water (5 ml.) was next added to the mixture, followed by manganese dioxide until effervescence ceased. The resulting mixture was then filtered and the recovered filtrate was subsequently evaporated under reduced pressure to afford crude 5-methoxy-2-methylpyridine-N-oxide (yield, 13.5 g.) as the residual oil.

Workup

  1. temperaturewas heated in a steam bath for a period of 12 hours
  2. custom(~16 hours)
  3. customat room temperature
  4. custom(~25° C.)
  5. filtrationThe resulting mixture was then filtered
  6. customthe recovered filtrate was subsequently evaporated under reduced pressure

Sources & evidence

ORD record
ord-9f134dd5a6494fe3ba4966058b029d21
Source dataset
uspto-grants-1980_10
Patent number
US04230714

Reaction notes

Loading…