Reacción #950557

Ecuación de reacción

t-BuOK

(2-(1,3-dioxan-2-yl)ethyl)triphenylphosphonium bromide

trans-4-(4-cyanophenyl)cyclohexanecarbaldehyde

→

4-(trans-4-(3-(1,3-dioxan-2-yl) propenyl)cyclohexyl)benzonitrile

Rendimiento 91.6%

Disolventes

THF

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONdropwise adding to the mixture
2. 2
   Otroat -20° C.
3. 3
   workup.STIRRINGlower, stirring the mixture at the same temperature for 2 hours
4. 4
   workup.ADDITIONtreating the reaction product in the same manner as in Example 3

Procedimiento

A mixture of (2-(1,3-dioxan-2-yl)ethyl)triphenylphosphonium bromide (17.4 g, 38.0 millimols) with THF (100 ml) was cooled down to -20° C., followed by adding t-BuOK (4.5 g, 39.9 millimols) to the mixture, stirring for 30 minutes, dropwise adding to the mixture, a THF (35 ml) solution of trans-4-(4-cyanophenyl)cyclohexanecarbaldehyde (7.7 g, 36.1 millimols) so as to keep the temperature at -20° C. or lower, stirring the mixture at the same temperature for 2 hours, and treating the reaction product in the same manner as in Example 3, to obtain raw 4-(trans-4-(3-(1,3-dioxan-2-yl) propenyl)cyclohexyl)benzonitrile (10.3 g).

Fuente