4,4-Dimethyl-3,4-dihydro-2H-naphthalen-1-one → HCID 76979152, compound

HRID 888094Notes

Reaction equation

HRID 888094 reaction equation
[CH3:1][C:2]1([CH3:13])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](=O)[CH2:4][CH2:3]1.[NH2:14][OH:15].Cl.CC([O-])=O.[Na+]>CCO.CCOC(C)=O>[CH3:1][C:2]1([CH3:13])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](=[N:14][OH:15])[CH2:4][CH2:3]1

Participants

6

Reactant 3

HCID 2365474,4-Dimethyl-3,4-dihydro-2H-naphthalen-1-oneHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

Product 1

HCID 76979152HCID 76979152, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

4,4-Dimethyl-3,4-dihydro-2H-naphthalen-1-one (2.2 g, 12.6 mmol) was dissolved in EtOH (10 ml) and NH2OH.HCl (1.05 g, 15.2 mmol) and NaOAc (2.0 g, 24 mmol) were added. The mixture was heated to reflux for 2 h upon which a yellow suspension is formed. The suspension is cooled down to RT and diluted with EtOAc, washed with H2O, dried (MgSO4), filtered and concentrated to give 4,4-Dimethyl-3,4-dihydro-2H-naphthalen-1-one oxime.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 2 h upon which a yellow suspension
  3. customis formed
  4. washwashed with H2O
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-71073fd1087842b9b7a5638bf266daa9
Source dataset
uspto-grants-2012_08
Patent number
US08247556B2

Reaction notes

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