Methyl Ethyl Ketone → Ethyl-2,4-dioxohexanoate

HRID 530821Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 530821
[O-]CC.[Na+].[CH3:5][C:6](=[O:9])[CH2:7][CH3:8].[C:10]([O:17][CH2:18][CH3:19])(=[O:16])[C:11]([O:13]CC)=O>>[O:13]=[C:11]([CH2:5][C:6](=[O:9])[CH2:7][CH3:8])[C:10]([O:17][CH2:18][CH3:19])=[O:16]

Komponenten

4

Edukt 3

HCID 6569Methyl Ethyl KetoneHCID 7268Diethyl OxalateHCID 2723922Sodium ethoxide

Produkt 1

HCID 61590Ethyl-2,4-dioxohexanoate

Reaktionsbedingungen

Temperatur
-5 °C

Versuchsvorschrift

To a solution of sodium ethoxide (2.33 g, 34 mmol) in absolute alcohol (40 mL) was added a mixture of 2-butanone (2.45 g, 34 mmol) and diethyl oxalate (5 g, 34 mmol) dropwise at −5° C. The reaction mixture was stirred at −5° C. overnight and then concentrated. The resulting residue was partitioned between water (20 mL) and ethyl acetate (70 mL*3). The aqueous layer was acidified to pH 2 with dilute H2SO4 and then extracted with ethyl acetate (50 ml*3). The combined organic phase was dried over anhydrous Na2SO4, The organic solvent was evaporated in vacuo, and the residue was used directly in the next step without further purification.

Aufarbeitung

  1. concentrationconcentrated
  2. customThe resulting residue was partitioned between water (20 mL) and ethyl acetate (70 mL*3)
  3. extractionextracted with ethyl acetate (50 ml*3)
  4. dry with materialThe combined organic phase was dried over anhydrous Na2SO4
  5. customThe organic solvent was evaporated in vacuo
  6. customthe residue was used directly in the next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-fb116f77f42e4e2a81f6e943556c5890
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09353104B2

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