6-Methoxy-alpha-tetralone → 6-Methoxy-1-tetralone oxime

HRID 1882879Notes

Reaction equation

HRID 1882879 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=O)[CH2:8][CH2:7][CH2:6]2.C([O-])(=O)C.[Na+].Cl.[NH2:20][OH:21]>C(O)C.O.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[N:20][OH:21])[CH2:8][CH2:7][CH2:6]2

Participants

6

Reactant 3

HCID 141126-Methoxy-alpha-tetraloneHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

Product 1

HCID 52161626-Methoxy-1-tetralone oxime

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 19096565Water ethanolSolvent

Procedure

Dissolve 100 g (0.57 mol) of 6-methoxy-1-tetralone in 2.5 liters of a mixture of ethanol/water: 80/20. There are then added, at ambient temperature, 85 g (1.04 mol) of sodium acetate and 43 g (0.62 mol) of hydroxylamine hydrochloride. Heat the suspension at reflux for 4 hours. Dilute the mixture with 5 liters of water and extract with ethyl ether, wash with water, dry over magnesium sulphate and filter. After evaporating off the solvent, 99 g of a beige solid are obtained.

Workup

  1. additionThere are then added, at ambient temperature
  2. temperatureHeat the suspension
  3. temperatureat reflux for 4 hours
  4. extractionextract with ethyl ether
  5. washwash with water
  6. dry with materialdry over magnesium sulphate
  7. filtrationfilter
  8. customAfter evaporating off the solvent, 99 g of a beige solid
  9. customare obtained

Sources & evidence

ORD record
ord-7bb7d16fd12047c8ba4c90d94a0cdbbc
Source dataset
uspto-grants-2004_07
Patent number
US06759421B2

Reaction notes

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