m-Chloroperbenzoic acid → Pyridine, 3-chloro-2,5-dimethyl-, 1-oxide

HRID 1693334Notes

Reaction equation

HRID 1693334 reaction equation
[Cl:1][C:2]1[C:3]([CH3:9])=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1.ClC1C=CC=C(C(OO)=[O:18])C=1>ClCCl>[Cl:1][C:2]1[C:3]([CH3:9])=[N+:4]([O-:18])[CH:5]=[C:6]([CH3:8])[CH:7]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 125083723-Chloro-2,5-dimethylpyridine

Product 1

HCID 67279710Pyridine, 3-chloro-2,5-dimethyl-, 1-oxideYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-Chloro-2,5-dimethylpyridine (1.10 g) was dissolved in dichloromethane (30 mL). m-Chloroperbenzoic acid (1.61 g) was added with stirring under ice-cooling, and the mixture was stirred at room temperature overnight. The reaction solution was washed with 1 N sodium hydroxide, and the organic layer dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to obtain the title compound (1.21 g, 99%) as a solid.

Workup

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature overnight
  3. washThe reaction solution was washed with 1 N sodium hydroxide
  4. dry with materialthe organic layer dried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-e7318df1d27c4f978e288610d02132ff
Source dataset
uspto-grants-2012_04
Patent number
US08158638B2

Reaction notes

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