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ChemicalBook CAS DataBase List Ethyl 3-oxobutanoate sodium salt
15933-07-0

Ethyl 3-oxobutanoate sodium salt synthesis

10synthesis methods
2-Oxobutyric acid

600-18-0

Ethanol

64-17-5

Ethyl 3-oxobutanoate sodium salt

15933-07-0

b. Sulfuric acid (1 mL) was slowly added to a solution of 2-oxobutanoic acid (6.0 g, 58.8 mmol) in ethanol (100 mL) at room temperature. The reaction mixture was heated to reflux and stirred continuously for 4 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was diluted with distilled water (50 mL) and the pH was adjusted with 1 N sodium hydroxide solution to about 7. Subsequently, extraction was performed with ethyl acetate (100 mL × 3). The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated to give ethyl 2-oxobutyrate (7.5 g, 98% yield). The product was confirmed by electrospray mass spectrometry (ESI MS), m/z 131 [M + H]+.

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Yield:15933-07-0 98%

Reaction Conditions:

sulfuric acid for 4 h;Reflux;

Steps:

23.W.b
b. Ethyl 2-oxobutanoate To a solution of 2-oxobutanoic acid (6.0 g, 58.8 mmol) in EtOH (100 mL) was added sulfuric acid (1 mL) at room temperature. The resulting mixture was stirred for 4 h under reflux. The solvent was removed, and the residue was diluted with water (50 mL) and the pH was adjusted to ~7 with a solution of NaOH (1 N). The mixture was extracted with EtOAc (100 mL*3). The combined organic layer was dried over sodium sulfate and concentrated to give ethyl 2-oxobutanoate (7.5 g, 98% yield). ESI MS: m/z 131 [M+H]+.

References:

Sunovion Pharmaceuticals Inc. US2012/178748, 2012, A1 Location in patent:Page/Page column 52-53

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