m-Chloroperbenzoic acid → HCID 86586467, compound

HRID 1061452Notes

Reaction equation

HRID 1061452 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH3:8])[C:3]=1[O:9][CH:10]([F:12])[F:11].ClC1C=CC=C(C(OO)=[O:21])C=1>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][N+:5]([O-:21])=[C:4]([CH3:8])[C:3]=1[O:9][CH:10]([F:11])[F:12]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 18629352HCID 18629352, compound

Product 1

HCID 86586467HCID 86586467, compoundYield 94.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
5 °C

Procedure

76.38 g of 4-chloro-3-difluoromethoxy-2-methylpyridine (XIX) was dissolved in 2500 ml of anhydrous dichloromethane, to which 93.62 g of 3-chloro-perbenzoic acid was added under cooling with ice, and the resulting mixture was stirred at 5° C. for 12 hours. The resulting organic layer was washed with 5% sodium carbonate solution, and thereafter, dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 77.97 g of 4-chloro-3-difloromethoxy-2-methylpyridine N-oxide (VI).

Workup

  1. additionwas added
  2. temperatureunder cooling with ice
  3. washThe resulting organic layer was washed with 5% sodium carbonate solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-237d096203314c10b80f3615030fbab8
Source dataset
uspto-grants-2003_02
Patent number
US06525066B2

Reaction notes

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