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

HRID 1720366Notes

Reaction equation

HRID 1720366 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>C(O)(=O)C.O=[Mn]=O>[CH3:1][O:2][C:3]1[CH:8]=[N+:7]([O-:10])[C:6]([CH3:9])=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 784Hydrogen PeroxideHCID 133587775-Methoxy-2-methylpyridine

Product 1

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

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 176Acetic AcidSolvent

Procedure

The 5-methoxy-2-picoline from Step 1 (6.7 g) was treated with 30% H2O2 (6.12 mL) in acetic acid (40 mL) at 100° C. overnight. After cooling to r.t., excess MnO2 was added and the slurry was stirred for 2 hours. Filtration and concentration in vacuo gave 7.0 g of the title N-oxide.

Workup

  1. filtrationFiltration and concentration in vacuo

Sources & evidence

ORD record
ord-e395fbb3e09b42e2887f7b19231d20dd
Source dataset
uspto-grants-1996_04
Patent number
US05506227

Reaction notes

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