Hydrogen Peroxide → Quinoline 1-oxide

HRID 1090769Notes

Reaction equation

HRID 1090769 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[OH:11]O>C(O)CCC>[N+:1]1([O-:11])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 7047Quinoline

Product 1

HCID 15366Quinoline 1-oxide

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A quantity of 40 ml n-butanol, 25 ml 96% quinoline i.e. 203 mmoles and 250 mg SeO2 is introduced successively into a reactor with a capacity of 125 ml. 6 ml of 85% H2O2 are then added in 10 minutes (i.e. 200 mmoles), and the mixture is allowed to react for 2 hours at 343 K. whilst removing the water formed by azeotropic distillation. 140 mmoles of quinoline oxide are obtained in this way. The results are as follows:

Workup

  1. customto react for 2 hours at 343 K
  2. customwhilst removing the water
  3. customformed by azeotropic distillation

Sources & evidence

ORD record
ord-fe87c32a4fca4671b5c851377e0ceef3
Source dataset
uspto-grants-1992_01
Patent number
US05082940

Reaction notes

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