Butyl 3-furyl(hydroxy)acetate → Butyl 2-(fur-3-yl)-2-oxo-acetate

HRID 845253Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 845253
[O:1]1[CH:5]=[CH:4][C:3]([CH:6]([OH:14])[C:7]([O:9][CH2:10][CH2:11][CH2:12][CH3:13])=[O:8])=[CH:2]1.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Pb+4]>C1C=CC=CC=1>[O:1]1[CH:5]=[CH:4][C:3]([C:6](=[O:14])[C:7]([O:9][CH2:10][CH2:11][CH2:12][CH3:13])=[O:8])=[CH:2]1

Komponenten

4

Edukt 2

HCID 12335665Butyl 3-furyl(hydroxy)acetateHCID 178418268HCID 178418268, Verbindung

Produkt 1

HCID 13986137Butyl 2-(fur-3-yl)-2-oxo-acetateAusbeute 83,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A mixture of 39.6 g of butyl fur-3-yl-glycolate and 8.6 g of lead tetraacetate in 400 ml of absolute benzene is refluxed for 8 hours. After cooling to room temperature, the salts are filtered off and washed with benzene, and the combined benzene phases are shaken with a 10% strength sodium bicarbonate solution and a saturated sodium chloride solution. After drying over sodium sulphate, filtering off and concentrating, the oily residue is distilled in vacuo. 32.7 g (83%) of an oil, boiling point 80° C. (0.3 Torr), nD20 =1.477, are obtained.

Aufarbeitung

  1. temperatureis refluxed for 8 hours
  2. filtrationthe salts are filtered off
  3. washwashed with benzene
  4. dry with materialAfter drying over sodium sulphate
  5. filtrationfiltering off
  6. concentrationconcentrating
  7. distillationthe oily residue is distilled in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-56a45a5dfd974825b9f1604ecb08b06a
Quelldatensatz
uspto-grants-1988_07
Patentnummer
US04757085

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