m-Chloroperbenzoic acid → 4-(diethylphosphonomethyl)pyridine-N-oxide

HRID 1587295Notes

Reaction equation

HRID 1587295 reaction equation
[CH2:1]([O:3][P:4]([CH2:9][C:10]1[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=1)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].ClC1C=CC=C(C(OO)=[O:24])C=1>C(Cl)(Cl)Cl>[CH2:1]([O:3][P:4]([CH2:9][C:10]1[CH:11]=[CH:12][N+:13]([O-:24])=[CH:14][CH:15]=1)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 100786024-(Diethoxyphosphorylmethyl)pyridine

Product 1

HCID 145414374-(diethylphosphonomethyl)pyridine-N-oxide

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 2.2 g of 4-(diethylphosphonomethyl)pyridine [Roczniki Chem. 38, (4), 625 (1964); Chem. Abst. 61, 10703], 2.2 g of m-chloroperbenzoic acid and 30 ml of chloroform is stirred at room temperature for 16 hours. The solvent is removed in vacuo and water is added. After washing the aqueous layer with ether, the water is removed in vacuo to afford 4-(diethylphosphonomethyl)pyridine-N-oxide.

Workup

  1. customThe solvent is removed in vacuo and water
  2. additionis added
  3. washAfter washing the aqueous layer with ether
  4. customthe water is removed in vacuo

Sources & evidence

ORD record
ord-6cd02ad64dd7472c9d698b8ecb45cca2
Source dataset
uspto-grants-1993_06
Patent number
US05217963

Reaction notes

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