Reaktion #42865

ord-003e6c6105254039b414b09917f627c1

Reaktionsgleichung

COc1cc2c(cc1O)-c1c(C)c3ccc4c(c3c[n+]1CC2)OCO4.COc1cc2c(cc1OC)-c1c(C)c3ccc4c(c3c[n+]1CC2)OCO4.[Cl-]
dehydrocavidine dehydroapocavidine
[Al+3].[Al+3].[O-2].[O-2].[O-2]
aluminum oxide
[Al+3].[Al+3].[O-2].[O-2].[O-2]
aluminum oxide
→
COc1cc2c(cc1OC)-c1c(C)c3ccc4c(c3c[n+]1CC2)OCO4.[Cl-]
dehydrocavidine
Ausbeute 24.3%

Edukte

COc1cc2c(cc1O)-c1c(C)c3ccc4c(c3c[n+]1CC2)OCO4.COc1cc2c(cc1OC)-c1c(C)c3ccc4c(c3c[n+]1CC2)OCO4.[Cl-]
dehydrocavidine dehydroapocavidine
[Al+3].[Al+3].[O-2].[O-2].[O-2]
aluminum oxide
[Al+3].[Al+3].[O-2].[O-2].[O-2]
aluminum oxide

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Waschena gradient elution
  2. 2
    workup.ADDITIONThe eluate containing dehydrocavidine
  3. 3
    Einengenis concentrated by decompression to constant weight

Vorschrift

10 g of the dehydrocavidine-dehydroapocavidine composition obtained from the above step is mixed with 40 g of the aluminum oxide, and are then added to the top of an aluminum oxide column, and a gradient elution is employed with a solvent system of petroleum ether: ethyl acetate (1:8˜1:15) accompanied by TLC tracking. The eluate containing dehydrocavidine is combined and then is concentrated by decompression to constant weight, resulting in a 1.3 g dehydrocavidine compound and a 1.9 g dehydroapocavidine compound respectively.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07732458B2uspto-grants-2010_06