Hydrogen Peroxide → 2-Ethylpyridine 1-oxide

HRID 1529204Notes

Reaction equation

HRID 1529204 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)[CH3:2].[OH:9]O>C(O)(=O)C>[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N+:4]=1[O-:9])[CH3:2]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 75232-Ethylpyridine

Product 1

HCID 785462-Ethylpyridine 1-oxide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
80 °C

Procedure

To the solution 500 g (4.7 mol) 2-ethylpyridine in 2.0 L acetic acid is added H2O2 (1586.0 g, 13.900 mol). Then the mixture is heated to 80° C. overnight. After cooling to room RT, the mixture is poured into the crushed ice, and extracted with DCM (8×1.0 L). The DCM layers are combined, washed with saturated Na2SO3 solution, dried over anhydrous Na2SO4. The solvent is removed in vaccuo to afford the title compound.

Workup

  1. temperatureAfter cooling to room RT
  2. extractionextracted with DCM (8×1.0 L)
  3. washwashed with saturated Na2SO3 solution
  4. dry with materialdried over anhydrous Na2SO4
  5. customThe solvent is removed in vaccuo

Sources & evidence

ORD record
ord-2d1273a8a2884681b09b86066ff5c992
Source dataset
uspto-grants-2015_07
Patent number
US09090564B2

Reaction notes

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