Reacción #3940

ord-0956ad0caa5041f28456e5e148238e1e

Ecuación de reacción

ClCCCBr
1-bromo-3-chloropropane
Clc1ccc(CN2CCCNCC2)cc1
1-(4-chlorobenzyl)homopiperazine
[K+].[OH-]
potassium hydroxide
ClCCCN1CCCN(Cc2ccc(Cl)cc2)CC1
1-(4-chlorobenzyl)-4-(3-chloropropyl)homopiperazine
Rendimiento 42.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroan additional 30 minutes
  2. 2
    Otroat room temperature
  3. 3
    Extracciónthe product was extracted with ether
  4. 4
    Secadothe extract was dried (magnesium sulfate)
  5. 5
    Concentraciónconcentrated in vacuo
  6. 6
    OtroFinal purification
  7. 7
    Otrothe solvent was removed in vacuo

Procedimiento

15.7 g of 1-bromo-3-chloropropane were added to a cooled solution of 15.0 g of 1-(4-chlorobenzyl)homopiperazine and 12.0 g of potassium hydroxide in 50 ml of dimethyl sulfoxide. The mixture was stirred at 5°-10° C. for one hour, and then an additional 30 minutes at room temperature. After the addition of ice water, the product was extracted with ether, and the extract was dried (magnesium sulfate) and concentrated in vacuo. Final purification was effected on a silica gel column (methylene chloride:methanol, 9:1), and the solvent was removed in vacuo to give 8.4 g (42% of theory) of 1-(4-chlorobenzyl)-4-(3-chloropropyl)homopiperazine as an oil.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04722926uspto-grants-1988_02