m-Chloroperbenzoic acid → HCID 12959695, compound

HRID 1758973Notes

Reaction equation

HRID 1758973 reaction equation
[O:1]([C:8]1[N:13]=[C:12]([CH3:14])[CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC1C=C(C=CC=1)C(OO)=[O:20]>C(Cl)Cl>[O:1]([C:8]1[CH:9]=[CH:10][CH:11]=[C:12]([CH3:14])[N+:13]=1[O-:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 129596942-Methyl-6-phenoxypyridine

Product 1

HCID 12959695HCID 12959695, compoundYield 78.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution containing 44.11 g of 6-phenoxy-2-picoline dissolved in 825 ml of methylene chloride under an atmosphere of nitrogen and at room temperature was added 96.82 g of 85% m-chloro-peroxybenzoic acid. The resulting mixture was stirred for 18 hrs. under an atmosphere of nitrogen and at room temperature. The reaction mixture was transferred to a separatory funnel and washed three times with 10% Na2CO3 twice with H2O and finally with saturated brine. After drying over anhydrous Na2SO4 removal of the solvents afforded 37.80 g of yellow oil. This material was used without purification in Part D.

Workup

  1. customat room temperature
  2. customThe reaction mixture was transferred to a separatory funnel
  3. washwashed three times with 10% Na2CO3 twice with H2O
  4. dry with materialAfter drying over anhydrous Na2SO4 removal of the solvents

Sources & evidence

ORD record
ord-1fb9e4c4250b424aa23350038fc4d769
Source dataset
uspto-grants-1982_07
Patent number
US04338326

Reaction notes

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