Peracetic Acid → HCID 19010447, compound

HRID 903862Notes

Reaction equation

HRID 903862 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)[O:5][C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1.C(OO)(=[O:17])C>C(O)(=O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)[O:5][C:6]1[CH:7]=[N+:8]([O-:17])[CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 6585Peracetic AcidHCID 126734843-(3-Fluorophenoxy)pyridine

Product 1

HCID 19010447HCID 19010447, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A solution of 32 g of 3-(3-fluorophenoxy)pyridine [Fr. Pat. No. 1,472,619 (1967)] in 50 ml of glacial acetic acid is treated with 35 g of 40% peracetic acid in acetic acid and the mixture is refluxed 16 hours. The mixture is concentrated at reduced pressure and the oil is dissolved in 250 ml of dichloromethane. The dichloromethane solution is washed with excess 10% sodium hydroxide solution. The solution is dried and concentrated to dryness to yield 3-(3-fluorophenoxy)pyridine 1-oxide, m.p. 63°-66° C.

Workup

  1. temperaturethe mixture is refluxed 16 hours
  2. concentrationThe mixture is concentrated at reduced pressure
  3. dissolutionthe oil is dissolved in 250 ml of dichloromethane
  4. washThe dichloromethane solution is washed with excess 10% sodium hydroxide solution
  5. customThe solution is dried
  6. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-83e20b08ca0448669fb98d659cc7192b
Source dataset
uspto-grants-1980_10
Patent number
US04229457

Reaction notes

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