Hydroxylamine → 3-Phenylcyclohexanone oxime

HRID 1048149Notes

Reaction equation

HRID 1048149 reaction equation
[C:1]1([CH:7]2[CH2:12][CH2:11][CH2:10][C:9](=O)[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:14][OH:15].O>C(O)C.CCOC(C)=O>[C:1]1([CH:7]2[CH2:12][CH2:11][CH2:10][C:9](=[N:14][OH:15])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 787HydroxylamineHCID 962WaterHCID 2736613-Phenylcyclohexanone

Product 1

HCID 866532373-Phenylcyclohexanone oximeYield 92.07%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 3-phenylcyclohexanone (0.060 g, 0.3444 mmol) in 95% ethanol (2 ml) was added 50% hydroxylamine in water (0.2110 ml, 3.444 mmol), and the reaction was stirred at ambient temperature overnight. The reaction was diluted with EtOAc and washed with water and saturated sodium chloride. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated to yield 60 mg of the title compound (92.07% yield).

Workup

  1. washwashed with water and saturated sodium chloride
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-77155c44d1604173b5d5dc5bc4010cb2
Source dataset
uspto-grants-2013_10
Patent number
US08569522B2

Reaction notes

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