Hydrogen Peroxide → HCID 19780249, compound

HRID 2081581Notes

Reaction equation

HRID 2081581 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)=[CH:4][CH:3]=1.[OH:15]O>C(O)(=O)C>[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N+:8]=2[O-:15])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 780542-(4'-Chlorobenzyl)pyridine

Product 1

HCID 19780249HCID 19780249, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 2-p-chlorobenzylpyridine (12.0 g, 0.059 moles) and hydrogen peroxide (33% w/v, 4.02 g, 12.2 ml, 0.118 moles) in glacial acetic acid (40 ml) was heated at 60° for 15 hours. The reaction mixture was cooled to room temperature, the acetic acid evaporated under reduced pressure and the residue dissolved in chloroform. After neutralisation with potassium carbonate (20 g) the chloroform was removed to give 2-p-chlorobenzylpyridine-N-oxide (11.02 g, 85%) as a viscous oil.

Workup

  1. customthe acetic acid evaporated under reduced pressure
  2. dissolutionthe residue dissolved in chloroform
  3. customAfter neutralisation with potassium carbonate (20 g) the chloroform was removed

Sources & evidence

ORD record
ord-b950cdb73de34754a9b1288911b064b1
Source dataset
uspto-grants-1993_02
Patent number
US05185339

Reaction notes

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