Réaction #1552093

ord-cd43efc8cabb426faecfce1625f25ae6

Équation de réaction

O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
CC(C)(C)CCC1CCCC1=O
2-(3,3-dimethylbutyl)cyclopentanone
Cl.NO
hydroxylamine hydrochloride
CC(C)(C)CCC1CCCC1=NO
2-(3,3-dimethylbutyl)-N-hydroxycyclopentanimine

Solvants

Conditions de réaction

Température
50°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurethe mixture is cooled to room temperature
  2. 2
    Filtrationfiltered off
  3. 3
    Concentrationthe product is concentrated under reduced pressure
  4. 4
    ExtractionThe residue is extracted with water/diethyl ether
  5. 5
    Séchagephase is dried with sodium sulphate
  6. 6
    Concentrationconcentrated under reduced pressure

Mode opératoire

At 0° C., aq. sodium carbonate solution is added to a solution consisting of 20.0 g of (119 mmol) of 2-(3,3-dimethylbutyl)cyclopentanone and 16.5 g (238 mmol) of hydroxylamine hydrochloride in 200 ml of methanol until the pH is 8. The mixture is then stirred at 50° C. for 15 hours. After the reaction has ended, the mixture is cooled to room temperature and filtered off and the product is concentrated under reduced pressure. The residue is extracted with water/diethyl ether. The org. phase is dried with sodium sulphate and concentrated under reduced pressure. This gives 20.0 g (92% of theory) of an 2-(3,3-dimethylbutyl)-N-hydroxycyclopentanimine.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08999956B2uspto-grants-2015_04