Hydrogen Peroxide → 2,5-Dimethylpyridin-1-ium-1-olate

HRID 1091049Notes

Reaction equation

HRID 1091049 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][N:3]=1.[OH:9]O.[OH-].[Na+]>C(O)(=O)C>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][N+:3]=1[O-:9]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 115262,5-DimethylpyridineHCID 14798Sodium Hydroxide

Product 1

HCID 5717732,5-Dimethylpyridin-1-ium-1-olate

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

20 g of 2,5-dimethylpyridine were dissolved in 100 ml of glacial acetic acid and then stirred for 5 hours at 80° to 90° C. with 35 ml of 30% H2O2. The excess glacial acetic acid was rotated out and the solution adjusted to pH 8 with 20% NaOH. After extracting with petrol and discarding the organic phase, the solution was extracted with dichloromethane and the organic phase rotated in. 12 g of 2,5-dimethylpyridine-N-oxide were obtained.

Workup

  1. extractionAfter extracting with petrol
  2. extractionthe solution was extracted with dichloromethane

Sources & evidence

ORD record
ord-10acb21551ac4bfa9fe01922ea32eeef
Source dataset
uspto-grants-1992_01
Patent number
US05084458

Reaction notes

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