Hydroxylamine → N-(4,4-dimethylcyclohexylidene)hydroxylamine

HRID 1021515Notes

Reaction equation

HRID 1021515 reaction equation
[CH3:1][C:2]1([CH3:9])[CH2:7][CH2:6][C:5](=O)[CH2:4][CH2:3]1.[NH2:10][OH:11].O>C(O)C>[CH3:1][C:2]1([CH3:9])[CH2:7][CH2:6][C:5](=[N:10][OH:11])[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 787HydroxylamineHCID 962WaterHCID 138166Cyclohexanone, 4,4-dimethyl-

Product 1

HCID 279448N-(4,4-dimethylcyclohexylidene)hydroxylamineYield 35%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 4,4-dimethylcyclohexanone (0.511 g, 4.049 mmol) in 95% ethanol (20 ml) was added 50% hydroxylamine in water (2.481 ml, 40.49 mmol), and the reaction was heated to reflux for 2 hours. The reaction was cooled to ambient temperature, and the product was precipitated by the addition of water. The solids were collected by vacuum filtration to yield 202 mg of the title compound (35% yield).

Workup

  1. temperaturethe reaction was heated
  2. temperatureto reflux for 2 hours
  3. customthe product was precipitated by the addition of water
  4. filtrationThe solids were collected by vacuum filtration

Sources & evidence

ORD record
ord-40de181b1fe7444da7af43ddb832ada0
Source dataset
uspto-grants-2014_05
Patent number
US08716498B2

Reaction notes

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