Potassium Acetate → HCID 86747761, compound

HRID 1464206Notes

Reaction equation

HRID 1464206 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22](=O)[CH2:23][CH3:24])[C:13]=2[C:14]([O:16][CH3:17])=[O:15])[N:4]=1.Cl.[CH3:27][O:28][NH2:29].C([O-])(=O)C.[K+]>CO>[CH3:27][O:28][N:29]=[C:22]([C:18]1[C:13]([C:14]([O:16][CH3:17])=[O:15])=[C:12]([O:11][C:5]2[N:6]=[C:7]([O:9][CH3:10])[CH:8]=[C:3]([O:2][CH3:1])[N:4]=2)[CH:21]=[CH:20][CH:19]=1)[CH2:23][CH3:24]

Participants

5

Reactant 3

HCID 517044Potassium AcetateHCID 521874O-Methylhydroxylamine hydrochlorideHCID 19089403HCID 19089403, compound

Product 1

HCID 86747761HCID 86747761, compoundYield 89.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.62 g of methyl 2-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-propionylbenzoate, 0.45 g of methoxyamine hydrochloride and 0.53 g of potassium acetate were added to 80 ml of methanol, and were heat-refluxed for 6 hours. The precipitated product was filtered out, and the solvent was distilled off. Water was added to the product, and the product was extracted with ethyl acetate. The product was then washed with water, and was dried with magnesium sulfate anhydride. After distilling off the solvent, the mixture was purified by column chromatography, and the purified product was crystallized with isopropyl ether/ethyl acetate to obtain 0.60 g of the aimed compound (melting point=75° to 77° C.) at a yield of 89.5%.

Workup

  1. temperaturewere heat-refluxed for 6 hours
  2. filtrationThe precipitated product was filtered out
  3. distillationthe solvent was distilled off
  4. additionWater was added to the product
  5. extractionthe product was extracted with ethyl acetate
  6. washThe product was then washed with water
  7. dry with materialwas dried with magnesium sulfate anhydride
  8. distillationAfter distilling off the solvent
  9. customthe mixture was purified by column chromatography
  10. customthe purified product was crystallized with isopropyl ether/ethyl acetate

Sources & evidence

ORD record
ord-feab6896b40445a1aaa857483cf58ecf
Source dataset
uspto-grants-1994_04
Patent number
US05302739

Reaction notes

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