m-Chloroperbenzoic acid → 2-Chloro-5-methoxy-pyridine 1-oxide

HRID 2355155Notes

Reaction equation

HRID 2355155 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][N:3]=1.C1C=C(Cl)C=C(C(OO)=[O:18])C=1>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][N+:3]=1[O-:18]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 151690002-Chloro-5-methoxypyridine

Product 1

HCID 231334202-Chloro-5-methoxy-pyridine 1-oxideYield 63.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

2-chloro-5-methoxy-pyridine (200 mg, 1.39 mmol) and mCPBA (360 mg, 2.09 mmol) was dissolved in CH2Cl2 (10 ml). The mixture was stirred at room temperature for 2 days. The mixture was then diluted with CH2Cl2 and washed with 10% aqueous K2CO3 and brine and dried over Na2SO4. The solvent were removed in vacuo affording 140 mg (63%) of the title compound as white crystals.

Workup

  1. washwashed with 10% aqueous K2CO3 and brine
  2. dry with materialdried over Na2SO4
  3. customThe solvent were removed in vacuo

Sources & evidence

ORD record
ord-520ff7de30fc43b89909e519097713ff
Source dataset
uspto-grants-2010_07
Patent number
US07754750B2

Reaction notes

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