Reacción #632027

ord-3f27d1dc58d6462d91e80782951bf515

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawas refluxed for 1.5 h
  2. 2
    TemperaturaAfter the solution was cooled
  3. 3
    Otrothe yellow precipitates
  4. 4
    Otrowere collected
  5. 5
    Lavadowashed with ethanol
  6. 6
    Otrodried

Procedimiento

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.).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07935693B2uspto-grants-2011_05