تفاعل #55036

ord-873fbda636df455a949aad67303deb6c

معادلة التفاعل

CCCI
1-iodopropane
O=C(Cc1ccc(Cl)cc1)N(c1ccc(Cl)cc1)C1CCNCC1
4-chloro-N-(4-chlorophenyl)-N-(4-piperidinyl)benzeneacetamide
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
[I-].[K+]
potassium iodide
CCCI
1-iodopropane
CCCN1CCC(N(C(=O)Cc2ccc(Cl)cc2)c2ccc(Cl)cc2)CC1
4-chloro-N-(4-chlorophenyl)-N-(1-propyl-4-piperidinyl)benzeneacetamide

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةrefluxing
  2. 2
    workup.STIRRINGthe whole is stirred
  3. 3
    درجة الحرارةrefluxed for 22 hours
  4. 4
    workup.STIRRINGstirring
  5. 5
    درجة الحرارةrefluxing
  6. 6
    درجة الحرارةThe reaction mixture is cooled
  7. 7
    ترشيحfiltered
  8. 8
    أخرىthe filtrate is evaporated
  9. 9
    workup.DISSOLUTIONThe semi-solid residue is dissolved in methylbenzene
  10. 10
    ترشيحThe solution is filtered from some impurities
  11. 11
    أخرىthe filtrate is evaporated again
  12. 12
    أخرىThe residue is crystallized from 1,1'-oxybisethane at -10° C.

الإجراء التجريبي

To a stirred and refluxing mixture of 5 parts of 4-chloro-N-(4-chlorophenyl)-N-(4-piperidinyl)benzeneacetamide, 5 parts of sodium carbonate, 0.4 parts of potassium iodide and 200 parts of butanol is added 4.7 parts of 1-iodopropane and the whole is stirred and refluxed for 22 hours. Then a second portion of 4.5 parts of 1-iodopropane is added and stirring and refluxing is continued for 27h.30. The reaction mixture is cooled, filtered and the filtrate is evaporated. The semi-solid residue is dissolved in methylbenzene. The solution is filtered from some impurities and the filtrate is evaporated again. The residue is crystallized from 1,1'-oxybisethane at -10° C.; yielding 0.9 parts of 4-chloro-N-(4-chlorophenyl)-N-(1-propyl-4-piperidinyl)benzeneacetamide; mp. 118.6° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04151286uspto-grants-1979_04