Hydrogen Peroxide → HCID 20494718, compound

HRID 1075300Notes

Reaction equation

HRID 1075300 reaction equation
[CH:1]([N:4]([CH:9]1[CH:14]=[C:13]([CH3:15])[CH2:12][CH2:11][CH:10]1[C:16]#[N:17])[C:5](OC)=[O:6])([CH3:3])[CH3:2].[OH-:18].[Na+].OO>C(O)C>[CH:1]([N:4]1[CH:9]2[CH:10]([CH2:11][CH2:12][C:13]([CH3:15])=[CH:14]2)[C:16](=[O:18])[NH:17][C:5]1=[O:6])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 13590129HCID 13590129, compound

Product 1

HCID 20494718HCID 20494718, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 100 g 2-(N-isopropyl-N-carbomethoxyamino)-4-methyl-3-cyclohexene-nitrile in 700 ml 95% ethanol are added 90 ml of concentrated aqueous sodium hydroxide. To this mixture are added dropwise within 4 hours under stirring and at an internal temperature of 40° 600 ml 40% hydrogen peroxide. Stirring is continued over night at room temperature. The reaction mixture is concentrated in vacuo and the residue treated with water and toluene. The water layer is extracted twice with toluene and the combined toluene extracts are washed with water and evaporated in vacuo to give the title compound.

Workup

  1. additionTo this mixture are added dropwise within 4 hours
  2. waitis continued over night at room temperature
  3. concentrationThe reaction mixture is concentrated in vacuo
  4. additionthe residue treated with water and toluene
  5. extractionThe water layer is extracted twice with toluene
  6. washthe combined toluene extracts are washed with water
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-00def5a16cf34ac1818825941ca8bf49
Source dataset
uspto-grants-1983_07
Patent number
US04395550

Reaction notes

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