تفاعل #55039

معادلة التفاعل

sodium hydroxide

methyl 1-(1-methylethyl)-4-(phenylamino)-4-piperidinecarboxylate

4-chlorobenzeneacetyl chloride

sodium carbonate

→

methyl 4-[N-(4-chlorophenyl)acetyl-N-phenylamino]-1-(1-methylethyl)-4-piperidinecarboxylate ethanedioate

المردود 48.0%

المذيبات

dimethylbenzene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةrefluxed for 32 hours
2. 2
   درجة الحرارةThe reaction mixture is cooled
3. 3
   غسيلwashed with a diluted sodium hydroxide solution
4. 4
   استخلاصextracted with a diluted hydrochloric acid solution
5. 5
   أخرىthree layers are obtained
6. 6
   استخلاصThe product is extracted with 4-methyl-2-pentanone
7. 7
   غسيلThe extract is washed with water
8. 8
   أخرىdried
9. 9
   ترشيحfiltered
10. 10
    أخرىevaporated
11. 11
    ترشيحThe salt is filtered off
12. 12
    أخرىcrystallized from a mixture of 2-propanol and 2,2'-oxybispropane

الإجراء التجريبي

a mixture of 5 parts of methyl 1-(1-methylethyl)-4-(phenylamino)-4-piperidinecarboxylate, 24 parts of 4-chlorobenzeneacetyl chloride, 4 parts of sodium carbonate and 180 parts of dimethylbenzene is stirred and refluxed for 32 hours. The reaction mixture is cooled, washed with a diluted sodium hydroxide solution and extracted with a diluted hydrochloric acid solution: three layers are obtained. The oil and the aqueous phase are combined and alkalized with a diluted sodium hydroxide solution. The product is extracted with 4-methyl-2-pentanone. The extract is washed with water, dried, filtered and evaporated. The residue is converted into the ethanedioate salt in 2-propanol. The salt is filtered off and crystallized from a mixture of 2-propanol and 2,2'-oxybispropane, yielding 5 parts (48%) of methyl 4-[N-(4-chlorophenyl)acetyl-N-phenylamino]-1-(1-methylethyl)-4-piperidinecarboxylate ethanedioate; mp. 154.2° C.

المصدر