Ethyl benzoylacetate → Benzoylacetic acid

HRID 522243Notes

Reaction equation

HRID 522243 reaction equation
[OH-].[Na+].[C:3]([CH2:11][C:12]([O:14]CC)=[O:13])(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>O>[C:3]([CH2:11][C:12]([OH:14])=[O:13])(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 7170Ethyl benzoylacetateHCID 14798Sodium Hydroxide

Product 1

HCID 97045Benzoylacetic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Sodium hydroxide (0.4 g) was dissolved in water (10 ml) and ethyl benzoylacetate (manufactured by Aldrich, 2.14 g: purity 90%) was added thereto and stirred at room temperature overnight. The reaction product was washed with ether and ether extraction was performed by adding a 10%-dilute sulfuric acid (4.9 g). An excess of anhydrous sodium sulfate was added to the ether extract, drying was performed thereon, and the anhydrous sodium sulfate was removed by filtering. In addition, the ether was removed using a rotary evaporator and a benzoylacetic acid was obtained (yield: 1.05 g).

Workup

  1. washThe reaction product was washed with ether and ether extraction
  2. additionby adding a 10%-dilute sulfuric acid (4.9 g)
  3. additionAn excess of anhydrous sodium sulfate was added to the ether
  4. extractionextract
  5. customdrying
  6. customthe anhydrous sodium sulfate was removed
  7. filtrationby filtering
  8. customIn addition, the ether was removed
  9. customa rotary evaporator

Sources & evidence

ORD record
ord-003d1d5d918d4828b852cd95df4a248f
Source dataset
uspto-grants-2016_05
Patent number
US09328254B2

Reaction notes

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