Sulfuric Acid → 2-(Furan-2-yl)-3-methylbutanoic acid

HRID 1655760Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1655760
C([O:3][C:4](=[O:19])[C:5]([C:14]1[O:15][CH:16]=[CH:17][CH:18]=1)([CH:11]([CH3:13])[CH3:12])C(OCC)=O)C.[OH-].[Na+].S(=O)(=O)(O)O>CS(C)=O>[O:15]1[CH:16]=[CH:17][CH:18]=[C:14]1[CH:5]([CH:11]([CH3:13])[CH3:12])[C:4]([OH:19])=[O:3]

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 536718092-Furyl-2-isopropylmalonic acid diethyl ester

Produkt 1

HCID 197908462-(Furan-2-yl)-3-methylbutanoic acidAusbeute 98,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

240.6 g (0.9 mol) of 2-furyl-2-isopropylmalonic acid diethyl ester were dissolved in 500 ml of dimethyl sulfoxide, treated with 2000 ml of 2N sodium hydroxide solution and heated to reflux for 2 hours. After cooling, o the reaction mixture was poured into dilute sulfuric acid and extracted exhaustively with ether. The organic extracts were thereafter dried and the solvent was evaporated under reduced pressure, to obtain 148.7 g (98%) of (±) 2-(2-furyl)-3-methyl- butyric acid in the form of a thick yellowish oil.

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux for 2 hours
  3. temperatureAfter cooling, o the reaction mixture
  4. extractionextracted exhaustively with ether
  5. customThe organic extracts were thereafter dried
  6. customthe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b414730056a548e08079aab95ebcceec
Quelldatensatz
uspto-grants-1993_10
Patentnummer
US05250517

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