Ethanol → Ethyl alpha-oxofuran-2-acetate

HRID 1518537Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1518537
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[O:10])[C:7]([OH:9])=[O:8].[CH3:11][CH2:12]O.OS(O)(=O)=O>C(Cl)(Cl)Cl>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[O:10])[C:7]([O:9][CH2:11][CH3:12])=[O:8]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 738462-Furylglyoxylic acid

Produkt 1

HCID 74230Ethyl alpha-oxofuran-2-acetateAusbeute 86,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

2-(Furan-2-yl)-2-oxoacetic acid (15.0 g, 107 mmol) was dissolved in chloroform (420 mL) and treated with EtOH (165 mmol) and H2SO4 (1 mL). The reaction was heated to 65° C. overnight, at which point LC-MS indicated disappearance of starting material and product formation. The crude reaction was cooled and washed with sat. aq. NaHCO3 (3×100 mL) and brine (100 mL). The organics were concentrated to provide ethyl 2-(furan-2-yl)-2-oxoacetate (15.5 g, 64%) as a brown oil, which was used without further purification.

Aufarbeitung

  1. customThe crude reaction
  2. temperaturewas cooled
  3. washwashed with sat. aq. NaHCO3 (3×100 mL) and brine (100 mL)
  4. concentrationThe organics were concentrated

Quellen und Nachweise

ORD-Eintrag
ord-2fd1be1991b34ec5b20f4665c0f8ad6f
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08232406B2

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