Sodium Carbonate → HCID 86679337, compound

HRID 1464911Notes

Reaction equation

HRID 1464911 reaction equation
C(=O)([O-])[O-].[Na+].[Na+].[CH3:7][C:8]([CH3:18])([CH3:17])[CH2:9][CH2:10][CH:11]1[CH2:15][CH2:14][CH2:13][C:12]1=O.Cl.[NH2:20][OH:21]>CO>[CH3:7][C:8]([CH3:18])([CH3:17])[CH2:9][CH2:10][CH:11]1[CH2:15][CH2:14][CH2:13][C:12]1=[N:20][OH:21]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 61481477HCID 61481477, compound

Product 1

HCID 86679337HCID 86679337, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

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.

Workup

  1. temperaturethe mixture is cooled to room temperature
  2. filtrationfiltered off
  3. concentrationthe product is concentrated under reduced pressure
  4. extractionThe residue is extracted with water/diethyl ether
  5. dry with materialphase is dried with sodium sulphate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-cd43efc8cabb426faecfce1625f25ae6
Source dataset
uspto-grants-2015_04
Patent number
US08999956B2

Reaction notes

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