2,2,6,6,-Tetramethylcyclohexanone → N-(2,2,6,6-Tetramethylcyclohexylidene)hydroxylamine

HRID 582918Notes

Reaction equation

HRID 582918 reaction equation
Cl.[NH2:2][OH:3].C([O-])(=O)C.[Na+].[CH3:9][C:10]1([CH3:19])[CH2:15][CH2:14][CH2:13][C:12]([CH3:17])([CH3:16])[C:11]1=O>O.CO>[CH3:9][C:10]1([CH3:19])[CH2:15][CH2:14][CH2:13][C:12]([CH3:17])([CH3:16])[C:11]1=[N:2][OH:3]

Participants

6

Reactant 3

HCID 1369332,2,6,6,-TetramethylcyclohexanoneHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

Product 1

HCID 348405N-(2,2,6,6-Tetramethylcyclohexylidene)hydroxylamineYield 32.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 2.3 g of hydroxylamine hydrochloride and 3.6 g of sodium acetate in 20 ml of water is added at RT to a solution of 3.4 g of 2,2,6,6-tetramethylcyclohexanone in 20 ml of MeOH and the reaction mixture is then refluxed for 48 hours. After cooling to RT, the precipitate formed is filtered off, washed with water and dried under vacuum to give 1.2 g of the expected product.

Workup

  1. temperaturethe reaction mixture is then refluxed for 48 hours
  2. customthe precipitate formed
  3. filtrationis filtered off
  4. washwashed with water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-3751abdbe8fd425ea780549438edc7ef
Source dataset
uspto-grants-1999_07
Patent number
US05925768

Reaction notes

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