Sodium Hydroxide → 4-Methyl-3-oxopentanoic acid

HRID 522241Notes

Reaction equation

HRID 522241 reaction equation
[OH-].[Na+].[C:3]([CH2:8][C:9]([O:11]C)=[O:10])(=[O:7])[CH:4]([CH3:6])[CH3:5]>O>[C:3]([CH2:8][C:9]([OH:11])=[O:10])(=[O:7])[CH:4]([CH3:6])[CH3:5]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 2759969Methyl 4-methyl-3-oxopentanoate

Product 1

HCID 4400244-Methyl-3-oxopentanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Sodium hydroxide (0.4 g) was dissolved in water (10 ml) and methyl isobutyrylacetate (manufactured by Fluka Corp., 1.44 g) was added thereto and stirred for 6 hours at room temperature. 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 an isobutyrylacetic acid was obtained (yield: 1 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-ce490a7ad0dc4313add3ca603492e57b
Source dataset
uspto-grants-2016_05
Patent number
US09328254B2

Reaction notes

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