Hydrogen Peroxide → HCID 21503643, compound

HRID 1288150Notes

Reaction equation

HRID 1288150 reaction equation
[C:1]([N:4]1[CH2:19][CH2:18][CH2:17][C:7]2=[N:8][C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=3[C:15]([CH3:16])=[C:6]2[CH2:5]1)(=[O:3])[CH3:2].[OH:20]O>C(O)(=O)C>[C:1]([N:4]1[CH2:19][CH2:18][CH2:17][C:7]2=[N+:8]([O-:20])[C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=3[C:15]([CH3:16])=[C:6]2[CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 21503386HCID 21503386, compound

Product 1

HCID 21503643HCID 21503643, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

6 gm (23.8 millimols) of 2-acetyl-2,3,4,5-tetrahydro-11-methyl-1H-azepino[4,3-b]quinoline were dissolved in 7 ml of glacial acetic acid, and 4 ml of 30% hydrogen peroxide were added to the solution at room temperature. The mixture was subsequently heated at 60° to 80° C. for 2 hours. After distilling off the solvent, the mixture was dissolved in 2 N sodium hydroxide, the resulting solution was extracted with chloroform, the solvent was distilled out of the chloroform extract, and the residue was recrystallized from ethyl acetate.

Workup

  1. temperatureThe mixture was subsequently heated at 60° to 80° C. for 2 hours
  2. distillationAfter distilling off the solvent
  3. dissolutionthe mixture was dissolved in 2 N sodium hydroxide
  4. extractionthe resulting solution was extracted with chloroform
  5. distillationthe solvent was distilled out of the chloroform
  6. extractionextract
  7. customthe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-9e2b5bdb86c24ab6957b7f7a659dbc34
Source dataset
uspto-grants-1976_10
Patent number
US03987047

Reaction notes

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