4-Acetylpyridine → 4-Acetylpyridine-N-oxide

HRID 2153

Reaction equation

HRID 2153 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].ClC1C=CC=C(C(OO)=[O:18])C=1>C(Cl)Cl>[C:1]([C:4]1[CH:9]=[CH:8][N+:7]([O-:18])=[CH:6][CH:5]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 142824-AcetylpyridineHCID 70297m-Chloroperbenzoic acid

Product 1

HCID 3375424-Acetylpyridine-N-oxide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The 4-acetyl-pyridine N-oxide used is prepared in the following manner: 11.0 ml (100 mmol) of 4-acetyl-pyridine and 31.3 g (100 mmol) of 55% m-chloro-perbenzoic acid are boiled under RF for 16 h in 200 ml of methylene chloride. Precipitation with 200 ml of diethyl ether gives 4-acetyl-pyridine N-oxide; m.p. 132°-133°.

Workup

  1. customThe 4-acetyl-pyridine N-oxide used is prepared in the following manner
  2. customPrecipitation with 200 ml of diethyl ether

Sources & evidence

ORD record
ord-c9d27f69137047ca85c77482a3084a76
Source dataset
uspto-grants-1998_03
Patent number
US05728708

Linked notes

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