Sodium Acetate → 2-Methyl-4-oxo-3-(prop-2-en-1-yl)cyclopent-2-en-1-yl acetate

HRID 485120Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 485120
C(O[C:5]1([CH3:14])[CH:9]=[CH:8][C:7](=[O:10])[CH:6]1[CH2:11][CH:12]=[CH2:13])(=O)C.[C:15]([O-:18])(=[O:17])[CH3:16].[Na+]>C(O)(=O)C>[C:15]([O:18][CH:9]1[CH2:8][C:7](=[O:10])[C:6]([CH2:11][CH:12]=[CH2:13])=[C:5]1[CH3:14])(=[O:17])[CH3:16]

Komponenten

4

Edukt 2

HCID 517045Sodium AcetateHCID 13335393HCID 13335393, Verbindung

Produkt 1

HCID 131027602-Methyl-4-oxo-3-(prop-2-en-1-yl)cyclopent-2-en-1-yl acetateAusbeute 176,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Versuchsvorschrift

Into a four necked flask equipped with an agitator and a thermometer, 3-acetoxy-2-allyl-3-methyl-4-cyclopentenone (19.4 g), acetic acid (80 ml) and sodium acetate (4 g) were charged and refluxed for 5 hours with agitation. After the completion of the reaction, acetic acid was evaporated off under reduced pressure. The residue was shaken with toluene (70 ml) and water (40 ml). The organic layer was separated, washed with an aqueous solution of sodium bicarbonate and then water and concentrated. The residue was distilled to obtain 4-acetoxy-2-allyl-3-methyl-2-cyclopentenone (16.7 g). Yield, 86%. B.P., 100°-110° C./0.1-0.3 mmHg.

Aufarbeitung

  1. customInto a four necked flask equipped with an agitator
  2. temperaturerefluxed for 5 hours with agitation
  3. customwas evaporated off under reduced pressure
  4. customThe organic layer was separated
  5. washwashed with an aqueous solution of sodium bicarbonate
  6. concentrationwater and concentrated
  7. distillationThe residue was distilled

Quellen und Nachweise

ORD-Eintrag
ord-83a2d24f388e4c3ea1585f823b98d8f1
Quelldatensatz
uspto-grants-1985_08
Patentnummer
US04535182

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