Reacción #55050

Ecuación de reacción

N-(4-chlorophenyl)-1-(1-methylethyl)-4-piperidinamine

[4-(2-chloro-2-oxoethyl)-phenyl] ethyl carbonate

→

{4-[2-{(4-chlorophenyl)-[1-(1-methylethyl)-4-piperidinyl]amino }-2-oxoethyl]phenyl} ethyl carbonate

Disolventes

4-methyl-2-pentanone

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaUpon completion, the whole is heated
2. 2
   Temperaturato reflux
3. 3
   Temperaturaat reflux temperature
4. 4
   TemperaturaAfter cooling
5. 5
   Filtraciónthe precipitated product is filtered off
6. 6
   workup.STIRRINGstirred for 30 minutes in a mixture of alkaline water and trichloromethane
7. 7
   OtroThe layers are separated
8. 8
   OtroThe organic phase is dried
9. 9
   Filtraciónfiltered
10. 10
    Otroevaporated
11. 11
    OtroThe oily residue is purified by column-chromatography over silica gel using
12. 12
    workup.ADDITIONa mixture of trichloromethane and methanol (90:10 by volume) as eluent
13. 13
    OtroThe pure fractions are collected
14. 14
    Otrothe eluent is evaporated

Procedimiento

To a stirred mixture of 7.5 parts of N-(4-chlorophenyl)-1-(1-methylethyl)-4-piperidinamine and 80 parts of 4-methyl-2-pentanone are added dropwise 9 parts of [4-(2-chloro-2-oxoethyl)-phenyl] ethyl carbonate. Upon completion, the whole is heated to reflux and stirring is continued for one hour at reflux temperature. After cooling, the precipitated product is filtered off and stirred for 30 minutes in a mixture of alkaline water and trichloromethane. The layers are separated. The organic phase is dried, filtered and evaporated. The oily residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (90:10 by volume) as eluent. The pure fractions are collected and the eluent is evaporated yielding 5.5 parts of {4-[2-{(4-chlorophenyl)-[1-(1-methylethyl)-4-piperidinyl]amino }-2-oxoethyl]phenyl} ethyl carbonate as an oily residue.

Fuente