Hydrogen Peroxide → 2-Propylpyridine 1-oxide

HRID 358579

Reaction equation

HRID 358579 reaction equation
[CH2:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=1)[CH2:2][CH3:3].[OH:10]O.[OH-].[Na+]>C(O)(=O)C>[CH2:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N+:5]=1[O-:10])[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 693202-Propylpyridine

Product 1

HCID 886162-Propylpyridine 1-oxide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Conditions

Temperature
65 °C

Procedure

20 ml of 2-n-propylpyridine were dissolved in 60 ml of glacial acetic acid, mixed with 40 ml of H2O2 (30%) and stirred for 16 hours at room temperature and 3 hours at 65° C. The acetic acid was then partly rotated out, the residue was adjusted to pH 8 with NaOH (20%), extracted with dichloromethane and the organic phase rotated in to dryness. 20 g of crude 2-propylpyridine-N-oxide were obtained.

Workup

  1. extractionextracted with dichloromethane

Sources & evidence

ORD record
ord-714f282edb704764ad9a8be82d432e6d
Source dataset
uspto-grants-1991_03
Patent number
US04997835

Linked notes

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