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

HRID 1048145Notes

Reaction equation

HRID 1048145 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-306c7e7e6ee84a308878d4ad1dabc19b
Source dataset
uspto-grants-2013_10
Patent number
US08569522B2

Reaction notes

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