Reaktion #632027

ord-3f27d1dc58d6462d91e80782951bf515

Reaktionsgleichung

O=C1CN2CCC1CC2
3-quinuclidinone
O=Cc1ccccc1
benzaldehyde
[Na+].[OH-]
sodium hydroxide
O=C1/C(=C/c2ccccc2)N2CCC1CC2
(Z)-2-benzylidenequinuclidin-3-one
Ausbeute 91.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas refluxed for 1.5 h
  2. 2
    TemperaturAfter the solution was cooled
  3. 3
    Sonstigethe yellow precipitates
  4. 4
    Sonstigewere collected
  5. 5
    Waschenwashed with ethanol
  6. 6
    Sonstigedried

Vorschrift

A mixture of 3-quinuclidinone (20.9 g, 167 mmol), benzaldehyde (17.7 g, 167 mmol), and one pellet of sodium hydroxide in 75 mL of ethanol was refluxed for 1.5 h. After the solution was cooled, the yellow precipitates were collected, washed with ethanol, and dried to give (Z)-2-benzylidenequinuclidin-3-one (32.5 g, yield: 91.2%, mp 130-132° C.).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07935693B2uspto-grants-2011_05