Peracetic Acid → HCID 20375996, compound

HRID 1448845Notes

Reaction equation

HRID 1448845 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:14]=[CH:15][CH:16]=1)[O:7][C:8]1[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=1)[CH3:2].C(OO)(=[O:19])C>C(O)(=O)C>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:14]=[CH:15][CH:16]=1)[O:7][C:8]1[CH:9]=[N+:10]([O-:19])[CH:11]=[CH:12][CH:13]=1)[CH3:2]

Participants

4

Reactant 2

HCID 6585Peracetic AcidHCID 20375994HCID 20375994, compound

Product 1

HCID 20375996HCID 20375996, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Conditions

Temperature
25 °C

Procedure

A solution of 85 g of 3-(3-ethoxyphenoxy)pyridine in 500 ml of glacial acetic acid is treated with four 20 g portions of 40% peracetic acid in acetic acid. The mixture is stirred at 25° C. for 24 hours and is refluxed for 16 hours. The mixture is concentrated at reduced pressure, dissolved in 500 ml of dichloromethane and washed with excess 25% sodium hydroxide solution. The organic layer is dried, concentrated and distilled to yield 3-(3-ethoxyphenoxy)pyridine 1-oxide, bp 175°-177° C. at 0.4 mM.

Workup

  1. temperatureis refluxed for 16 hours
  2. concentrationThe mixture is concentrated at reduced pressure
  3. dissolutiondissolved in 500 ml of dichloromethane
  4. washwashed with excess 25% sodium hydroxide solution
  5. customThe organic layer is dried
  6. concentrationconcentrated
  7. distillationdistilled

Sources & evidence

ORD record
ord-9199170421504190b58a7dd16aba9016
Source dataset
uspto-grants-1980_02
Patent number
US04187379

Reaction notes

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