Potassium Carbonate → HCID 54207568, compound

HRID 621037Notes

Reaction equation

HRID 621037 reaction equation
[CH3:1][O:2][C:3](=[O:10])[C:4](=[N:8][OH:9])[C:5]([CH3:7])=[O:6].C(=O)([O-])[O-].[K+].[K+].[CH2:17](I)[CH2:18][CH3:19]>CC(C)=O>[CH3:1][O:2][C:3](=[O:10])[C:4](=[N:8][O:9][CH2:17][CH2:18][CH3:19])[C:5]([CH3:7])=[O:6]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 336431-IodopropaneHCID 178501737HCID 178501737, compound

Product 1

HCID 54207568HCID 54207568, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 13.6 g of 2-hydroxyiminoacetoacetic acid methyl ester in 70 ml of acetone is added under ice cooling 20.8 g of potassium carbonate. To the mixture is added dropwise 17.0 g of n-propyl iodide in the course of 30 minutes. At the end of the dropwise addition, the mixture is stirred at room temperature for 2 hours. Acetone is evaporated under reduced pressure. To the residue is added 250 ml of water, and the mixture is subjected to extraction with methylene chloride. The extract is washed with water twice, dried over anhydrous sodium sulfate, followed by evaporation of the solvent under reduced pressure to yield 2-(n-propoxyimino)acetoacetic acid methyl ester as a pale yellow oily product.

Workup

  1. additionAt the end of the dropwise addition
  2. customAcetone is evaporated under reduced pressure
  3. additionTo the residue is added 250 ml of water
  4. extractionthe mixture is subjected to extraction with methylene chloride
  5. washThe extract is washed with water twice
  6. dry with materialdried over anhydrous sodium sulfate
  7. customfollowed by evaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-afc3671e31814279b264dca0a0fccbf0
Source dataset
uspto-grants-1989_04
Patent number
US04822790

Reaction notes

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