Reaktion #55050

Reaktionsgleichung

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

Lösungsmittel

4-methyl-2-pentanone

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturUpon completion, the whole is heated
2. 2
   Temperaturto reflux
3. 3
   Temperaturat reflux temperature
4. 4
   TemperaturAfter cooling
5. 5
   Filtrationthe precipitated product is filtered off
6. 6
   workup.STIRRINGstirred for 30 minutes in a mixture of alkaline water and trichloromethane
7. 7
   SonstigeThe layers are separated
8. 8
   SonstigeThe organic phase is dried
9. 9
   Filtrationfiltered
10. 10
    Sonstigeevaporated
11. 11
    SonstigeThe 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
    SonstigeThe pure fractions are collected
14. 14
    Sonstigethe eluent is evaporated

Vorschrift

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.

Quelle