Hydrogen Peroxide → HCID 19780238, compound

HRID 2081586Notes

Reaction equation

HRID 2081586 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][CH:12]=[CH:11][C:3]=1[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][N:6]=1.[OH:15]O>C(O)(=O)C>[Cl:1][C:2]1[CH:14]=[CH:13][CH:12]=[CH:11][C:3]=1[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][N+:6]=1[O-:15]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 124351852-[(2-Chlorophenyl)methyl]pyridine

Product 1

HCID 19780238HCID 19780238, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 2-(o-chlorobenzyl)pyridine (32 g, 0.16 moles) and hydrogen peroxide (30% w/v, 10.7 g, 36.0 ml, 0.31 moles) in glacial acetic acid (100 ml) was heated at 75° C. for 17 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 (30 g) the chloroform was removed to give 2-(o-chlorobenzyl)pyridine-N-oxide (34.4 g, 100%) 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 (30 g) the chloroform was removed

Sources & evidence

ORD record
ord-26b07bd79075432c8b440f9728a0dbde
Source dataset
uspto-grants-1993_02
Patent number
US05185339

Reaction notes

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