Reacción #40714

Ecuación de reacción

4-[diethylaminomethyl]benzonitrile

methylmagnesium bromide

diethyl ether

→

title compound

1-{4-[(Diethylamino)methyl]phenyl}ethanone

Disolventes

toluene

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture was heated to reflux
2. 2
   Extracciónextracting with methyl tert-butyl ether
3. 3
   workup.ADDITIONby adding NaOH
4. 4
   Extracciónrenewed extracting with methyl tert-butyl ether
5. 5
   OtroThe organic phase was dried
6. 6
   Otrothe solvent was evaporated

Procedimiento

A solution of 12.1 g of 4-[diethylaminomethyl]benzonitrile in 40 ml of toluene was added to a solution of methylmagnesium bromide (43 ml of a 3 M solution in diethyl ether) in 40 ml of toluene, and the mixture was heated to reflux. Completion of the reaction was followed by pouring into ice-water, extracting with methyl tert-butyl ether, adjusting the aqueous phase to pH 11-12 by adding NaOH, and renewed extracting with methyl tert-butyl ether. The organic phase was dried and the solvent was evaporated. 12.1 g of the title compound were obtained.

Fuente