Cyclohexanone, 3,3-dimethyl- → 3,3-Dimethylcyclohexanone oxime

HRID 1913532Notes

Reaction equation

HRID 1913532 reaction equation
Cl.[NH2:2][OH:3].C([O-])(=O)C.[Na+].[CH3:9][C:10]1([CH3:17])[CH2:15][CH2:14][CH2:13][C:12](=O)[CH2:11]1>O.CO>[CH3:9][C:10]1([CH3:17])[CH2:15][CH2:14][CH2:13][C:12](=[N:2][OH:3])[CH2:11]1

Participants

6

Reactant 3

HCID 76322Cyclohexanone, 3,3-dimethyl-HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

Product 1

HCID 594582653,3-Dimethylcyclohexanone oxime

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Hydroxylamine hydrochloride (8.76 g) was dissolved in water (100 mL). To the solution, a solution of sodium acetate (17.8 g) and 3,3-dimethylcyclohexanone (4.55 g) in methanol (20 mL) was added at room temperature, and the mixture was heated to reflux for 1.5 hours. Organic matter was extracted with ethyl acetate and dried over anhydrous sodium sulfate, and the solvent was then distilled off under reduced pressure to obtain a crude product of 3,3-dimethylcyclohexanone oxime.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 1.5 hours
  3. extractionOrganic matter was extracted with ethyl acetate
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationthe solvent was then distilled off under reduced pressure

Sources & evidence

ORD record
ord-b8844983d42e4f96a1cab0df3d3e73db
Source dataset
uspto-grants-2013_12
Patent number
US08609710B2

Reaction notes

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