2-Oxobutanoic Acid → ethyl acetoacetate, sodium salt

HRID 1474174Notes

Reaction equation

HRID 1474174 reaction equation
[O:1]=[C:2]([CH2:6][CH3:7])[C:3]([OH:5])=[O:4].O.[C:9]1(C)C=CC(S(O)(=O)=O)=C[CH:10]=1>C(O)C>[CH2:9]([O:4][C:3](=[O:5])[C:2](=[O:1])[CH2:6][CH3:7])[CH3:10]

Participants

4

Reactant 2

HCID 582-Oxobutanoic AcidHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 85195ethyl acetoacetate, sodium saltYield 16,662.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Oxo-butyric acid (10.0 g, 97.2 mmol) was dissolved in ethanol (100 mL) and p-toluene sulfonic acid mono hydrate (0.1 g) was added. The reaction mixture was heated to reflux for 48 h. After cooling the reaction mixture to room temperature, the ethanol was removed under reduced pressure to give 11.4 g of 2-oxo-butyric acid ethyl ester.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 48 h
  3. customthe ethanol was removed under reduced pressure

Sources & evidence

ORD record
ord-6d98a364644d489cb42684cee9a59301
Source dataset
uspto-grants-2015_04
Patent number
US09018228B2

Reaction notes

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