Potassium Acetate → HCID 15578371, compound

HRID 544149Notes

Reaction equation

HRID 544149 reaction equation
Br[CH:2]([CH:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[O:20][CH3:21])[C:3](=[O:12])[CH2:4][C:5](=[O:11])[C:6]([O:8][CH2:9][CH3:10])=[O:7].C([O-])(=O)C.[K+]>C(O)C>[CH3:21][O:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[C:13]1[O:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][C:3](=[O:12])[CH:2]=1

Participants

4

Reactant 2

HCID 517044Potassium AcetateHCID 15578369HCID 15578369, compound

Product 1

HCID 15578371HCID 15578371, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 5,6-dibromo-2,4-dioxo-6-(2-methoxyphenyl)hexanoate (9.5 g) and potassium acetate (10.0 g) in absolute ethanol (100 ml) was heated under reflux for 5 hours and then allowed to stand at room temperature overnight. The mixture was evaporated and the resulting brown residue dissolved in water (150 ml) and diethyl ether (150 ml). The ethereal solution was washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulphate, filtered and evaporated to give a tan coloured solid. Recrystallisation from ethanol-water yielded the title product as pale yellow needles (mp 78°-81° C.).

Workup

  1. temperatureunder reflux for 5 hours
  2. customThe mixture was evaporated
  3. dissolutionthe resulting brown residue dissolved in water (150 ml)
  4. washThe ethereal solution was washed with water and saturated aqueous sodium chloride
  5. dry with materialdried over anhydrous magnesium sulphate
  6. filtrationfiltered
  7. customevaporated
  8. customto give a tan
  9. customRecrystallisation from ethanol-water

Sources & evidence

ORD record
ord-2404619bdd0b4c66a9dacadc26270e22
Source dataset
uspto-grants-1984_05
Patent number
US04448787

Reaction notes

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