Reaktion #167475

ord-5eb28bacb9664f2fa52b58188a0537d2

Reaktionsgleichung

Cl
HCl
CCOC(=O)C(CC)C(=O)OCC
Diethyl ethylmalonate
CCO
ethanol
[K+].[OH-]
KOH
CCOC(=O)C(CC)C(=O)O
2-carboethoxybutyric acid

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe white precipitate that forms was filtered out of solution
  2. 2
    Einengenthe filtrate was concentrated under reduced pressure (e.g.
  3. 3
    Sonstigeon a rotary evaporator)
  4. 4
    SonstigeThe yellowish oil obtained upon concentration of the filtrate
  5. 5
    workup.ADDITIONwas added to the precipitate
  6. 6
    Extraktionthe aqueous layer was extracted three times with further with diethyl ether
  7. 7
    Trocknendried over magnesium sulfate
  8. 8
    Filtrationfiltered

Vorschrift

Diethyl ethylmalonate was stirred overnight with 95% ethanol in the presence of 1M KOH. The white precipitate that forms was filtered out of solution, and the filtrate was concentrated under reduced pressure (e.g., on a rotary evaporator). The yellowish oil obtained upon concentration of the filtrate was added to the precipitate and the mixture was dissolved in a minimum amount of water. After acidification with dilute aqueous HCl to a pH of 2, an oil separates from the solution. The oil was taken up into diethyl ether and the aqueous layer was extracted three times with further with diethyl ether. The ether extracts were combined, dried over magnesium sulfate and filtered. A quantitative yield of 2-carboethoxybutyric acid was obtained as a yellowish oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08846021B2uspto-grants-2014_09