Hydrochloric Acid → HCID 15477422, compound

HRID 278404Notes

Reaction equation

HRID 278404 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([CH2:7][C:8](=[O:18])[CH2:9][C:10](=O)[CH2:11][CH2:12][CH2:13]C(=O)C)[O:4][N:3]=1.C(N(CC)CC)C.Cl>C(O)C>[CH3:1][C:2]1[CH:6]=[C:5]([C:7]2[C:8](=[O:18])[CH2:9][CH2:10][CH2:11][C:12]=2[CH3:13])[O:4][N:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 69725509HCID 69725509, compound

Product 1

HCID 15477422HCID 15477422, compoundYield 39.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.2 g of 3-methylisooxazol-5-yl-2,4,8-nonanetrione obtained in Example 6 was dissolved in 15 ml of ethanol, and 0.53 g of triethylamine was added to it to stir at reflux for 8 hours. After cooling, the reaction solution was poured into ice water, acidified with hydrochloric acid and extracted with ethyl acetate. The ethyl-acetate layer was washed with water, dehydrated over anhydrous magnesium sulfate, and concentrated. The obtained residue was purified on silica gel column chromatography to give 0.36 g of the title compound as white crystals. Melting point: 104-105° C.

Workup

  1. temperatureat reflux for 8 hours
  2. temperatureAfter cooling
  3. extractionextracted with ethyl acetate
  4. washThe ethyl-acetate layer was washed with water
  5. concentrationconcentrated
  6. customThe obtained residue was purified on silica gel column chromatography

Sources & evidence

ORD record
ord-1bd4217abd6b4fd9a391ca3455d35347
Source dataset
uspto-grants-2002_03
Patent number
US06359143B1

Reaction notes

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