Potassium Carbonate → HCID 13536858, compound

HRID 414791Notes

Reaction equation

HRID 414791 reaction equation
[OH:1][N:2]=[C:3]([C:9](=[O:11])[CH3:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5].[C:12](=[O:15])([O-])[O-].[K+].[K+]>CC(C)=O>[NH:2]1[CH2:3][CH2:9][C@H:10]([O:1]/[N:2]=[C:3](/[C:9](=[O:11])[CH3:10])\[C:4]([O:6][CH2:7][CH3:8])=[O:5])[C:12]1=[O:15]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 178472877HCID 178472877, compound

Product 1

HCID 13536858HCID 13536858, compoundYield 135.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

3.2 g of ethyl 2-hydroxyimino-3-oxo-n-butyrate are dissolved in 25 ml of acetone, and 4.2 g of potassium carbonate and 7.6 g of (R)-3-(p-tosyloxy)-2-pyrrolidone are added thereto. After the mixture is stirred at room temperature for 15 hours, the mixture is concentrated under reduced pressure to dryness. 50 ml of ice-water are added to the residue, and the mixture is extracted with ethyl acetate. The extract is dried and concentrated under reduced pressure to dryness. 3.3 g of ethyl (Z)-2-[((3S)-2-pyrrolidon-3-yl)oxyimino]-3-oxo-n-butyrate are obtained.

Workup

  1. concentrationthe mixture is concentrated under reduced pressure to dryness
  2. addition50 ml of ice-water are added to the residue
  3. extractionthe mixture is extracted with ethyl acetate
  4. customThe extract is dried
  5. concentrationconcentrated under reduced pressure to dryness

Sources & evidence

ORD record
ord-ad9d42af633d4106919faa185cd0fdf4
Source dataset
uspto-grants-1988_12
Patent number
US04794186

Reaction notes

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