Sodium Hydroxide → 1-Benzylazacycloheptan-4-one oxime

HRID 399554Notes

Reaction equation

HRID 399554 reaction equation
[CH2:1]([N:8]1[CH2:14][CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:17][OH:18].C([O-])(=O)C.[Na+].[OH-].[Na+]>O>[CH2:1]([N:8]1[CH2:14][CH2:13][CH2:12][C:11](=[N:17][OH:18])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 15143501-Benzyl-hexahydro-4H-azepin-4-one

Product 1

HCID 860199771-Benzylazacycloheptan-4-one oxime

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7.2 g of 1-benzylazacycloheptan-4-one are added to a solution of 3.1 g of hydroxylamine hydrochloride and 2.9 g of sodium acetate in 30 ml of water at 60° C. After 2 hours, the mixture is cooled and made alkaline with 2N sodium hydroxide solution. The mixture is extracted four times with diethyl ether, the organic phases are washed with saturated sodium chloride solution and dried over magnesium sulphate, and the solvent is distilled off in a rotary evaporator. The residue is triturated with petroleum ether, filtered off with suction and employed without further purification.

Workup

  1. temperaturethe mixture is cooled
  2. extractionThe mixture is extracted four times with diethyl ether
  3. washthe organic phases are washed with saturated sodium chloride solution
  4. dry with materialdried over magnesium sulphate
  5. distillationthe solvent is distilled off in a rotary evaporator
  6. customThe residue is triturated with petroleum ether
  7. filtrationfiltered off with suction
  8. customemployed without further purification

Sources & evidence

ORD record
ord-b2f6718d07c54e0bbf8f954190a4ffc7
Source dataset
uspto-grants-1998_10
Patent number
US05821240

Reaction notes

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