Chrysanthemic acid, cis-(-)- → chrysanthemic acid d-trans-form

HRID 1579697

Reaktionsgleichung

Reaktionsgleichung von HRID 1579697
[O-]CC.[Na+].[CH3:5][C:6]([CH3:16])=[CH:7][C@H:8]1[C:10]([CH3:12])([CH3:11])[C@H:9]1[C:13]([OH:15])=[O:14]>>[CH3:5][C:6]([CH3:16])=[CH:7][C@H:8]1[C:10]([CH3:11])([CH3:12])[C@@H:9]1[C:13]([OH:15])=[O:14]

Komponenten

3

Edukt 2

HCID 20755Chrysanthemic acid, cis-(-)-HCID 2723922Sodium ethoxide

Produkt 1

HCID 16747chrysanthemic acid d-trans-form

Versuchsvorschrift

As in Example 1, n-butyl cis-chryanthemate (25.0 g) was treated with sodium ethoxide (2.0 g) at 150°C for 60 minutes while stirring. By gas chromatographic analysis, the product was confirmed to be a mixture of the cis-isomer and the trans-isomer in a weight ratio of 25 : 75. The product was hydrolyzed by a conventional procedure and cis-chrysanthemic acid was removed as dihydro-chrysanthemolactone to give trans-chrysanthemic acid (15.1 g).

Aufarbeitung

  1. additiona mixture of the cis-isomer
  2. customwas removed as dihydro-chrysanthemolactone

Quellen und Nachweise

ORD-Eintrag
ord-f0adb64699734c49a4292328cfacb153
Quelldatensatz
uspto-grants-1976_01
Patentnummer
US03931280

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