Reaktion #55020

Reaktionsgleichung

ethyl 4-[(4-chlorophenyl)-amino]-1-piperidinecarboxylate

N,N-diethylethanamine

4-methoxybenzeneacetyl chloride

→

ethyl 4-{N-(4-chlorophenyl)-N-[(4-methoxyphenyl)acetyl]amino}-1-piperidinecarboxylate

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAfter the addition
2. 2
   Temperaturrefluxed for 3 hours
3. 3
   TemperaturThe reaction mixture is cooled
4. 4
   Filtrationfiltered
5. 5
   WaschenThe filtrate is washed successively with water, sodium hydrogen carbonate solution and water
6. 6
   Sonstigedried
7. 7
   Filtrationfiltered
8. 8
   Sonstigeevaporated in vacuo
9. 9
   SonstigeThe oily residue is crystallized from a mixture of 56 parts of 1,1'-oxybisethane and 40 parts of hexane
10. 10
    FiltrationThe crude solid product is filtered off
11. 11
    Sonstigerecrystallized from a mixture of benzene and 1,1'-oxybisethane

Vorschrift

To a stirred solution of 15 parts of ethyl 4-[(4-chlorophenyl)-amino]-1-piperidinecarboxylate, 5.4 parts of N,N-diethylethanamine and 160 parts of benzene is added dropwise 11.07 parts of 4-methoxybenzeneacetyl chloride at a temperature between 32° to 40° C. After the addition is complete, the whole is stirred and refluxed for 3 hours. The reaction mixture is cooled and filtered. The filtrate is washed successively with water, sodium hydrogen carbonate solution and water, dried, filtered and evaporated in vacuo. The oily residue is crystallized from a mixture of 56 parts of 1,1'-oxybisethane and 40 parts of hexane. The crude solid product is filtered off and recrystallized from a mixture of benzene and 1,1'-oxybisethane, yielding 3 parts of ethyl 4-{N-(4-chlorophenyl)-N-[(4-methoxyphenyl)acetyl]amino}-1-piperidinecarboxylate; mp. 137° C.

Quelle