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

HRID 345311Notes

Reaction equation

HRID 345311 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

The starting material is prepared as follows: 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 starting material is prepared
  2. customThe solvent is removed in vacuo and water
  3. additionis added
  4. washAfter washing the aqueous layer with ether
  5. customthe water is removed in vacuo

Sources & evidence

ORD record
ord-3ccf6e46f6d14bbc8bfbce07e66e9e4d
Source dataset
uspto-grants-1991_10
Patent number
US05057506

Reaction notes

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