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

HRID 485123Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 485123
[CH2:1]([CH:4]1[C:8](O)([CH3:9])[CH:7]=[CH:6][C:5]1=[O:11])[CH:2]=[CH2:3].[C:12]([O-:15])(=[O:14])[CH3:13].[Na+]>C(O)(=O)C>[C:12]([O:15][CH:7]1[CH2:6][C:5](=[O:11])[C:4]([CH2:1][CH:2]=[CH2:3])=[C:8]1[CH3:9])(=[O:14])[CH3:13]

Komponenten

4

Edukt 2

HCID 517045Sodium AcetateHCID 128798724-Hydroxy-4-methyl-5-(prop-2-en-1-yl)cyclopent-2-en-1-one

Produkt 1

HCID 131027602-Methyl-4-oxo-3-(prop-2-en-1-yl)cyclopent-2-en-1-yl acetateAusbeute 390,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Versuchsvorschrift

In the same apparatus as in Example 1, 2-allyl-3-hydroxy-3-methyl-4-cyclopentenone (15.2 g), acetic acid (45 ml) and sodium acetate (2 g) were charged and heated to reflux for 7 hours. After the completion of the reaction, acetic acid was evaporated off under reduced pressure. The residue was extracted with toluene (60 ml) and water (40 ml) and treated as in Example 1 to obtain 4-acetoxy-2-allyl-3-methyl-2-cyclopentenone (18.5 g). Yield, 95.3%. B.P., 100°-110° C./0.1-0.3 mmHg.

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux for 7 hours
  3. customwas evaporated off under reduced pressure
  4. extractionThe residue was extracted with toluene (60 ml) and water (40 ml)
  5. additiontreated as in Example 1

Quellen und Nachweise

ORD-Eintrag
ord-b15c076b8b4a46448ada65822b435708
Quelldatensatz
uspto-grants-1985_08
Patentnummer
US04535182

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