Reacción #319114

ord-c759ce3e68f54e9ab8921026a9e509da

Ecuación de reacción

C1CCOC1
THF
O=C1CCC(c2ccccc2)CC1
4-phenylcyclohexanone
C=C1CCC(c2ccccc2)CC1
4-phenyl-1-methylenecyclohexane
Rendimiento 78.0%

Reactivos

Ninguno

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroAfter a homogeneous solution was formed
  2. 2
    workup.ADDITION1 molar equivalent (2 milliliters) of TEAL was added
  3. 3
    workup.STIRRINGAfter 3 hours of stirring

Procedimiento

BDAM (3.00 grams) was suspended in 40 milliliters of toluene and 2 molar equivalents of THF were added at 0° C. After a homogeneous solution was formed, 1 molar equivalent (2 milliliters) of TEAL was added. After 10 minutes of stirring, 2.50 grams of 4-phenylcyclohexanone were added. After 3 hours of stirring, the reaction mixture was hydrolyzed and worked up as described in Example 1. A total of 1.93 grams of 4-phenyl-1-methylenecyclohexane was isolated (78% yield).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04849574uspto-grants-1989_07