Reacción #531393

ord-e5299550edf74c19b55c159a1dee3905

Ecuación de reacción

Clc1ccc(CN2CCNCC2)cc1
1-(4-chlorobenzyl)piperazine
ClCCCBr
1-bromo-3-chloropropane
O=C([O-])[O-].[K+].[K+]
potassium carbonate
ClCCCN1CCN(Cc2ccc(Cl)cc2)CC1
title compound
Rendimiento 80.0%
ClCCCN1CCN(Cc2ccc(Cl)cc2)CC1
1-(4-Chlorobenzyl)-4-(3-chloropropyl)piperazine
Rendimiento 80.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaat reflux for 3 hr
  2. 2
    Temperaturacooled
  3. 3
    Filtraciónfiltered
  4. 4
    OtroThe filtrate was evaporated in vacuo
  5. 5
    workup.DISSOLUTIONthe residue dissolved in ether
  6. 6
    Lavadowashed with water (3x)
  7. 7
    SecadoThe solvent solution dried over magnesium sulphate
  8. 8
    Filtraciónfiltered
  9. 9
    Otroevaporated

Procedimiento

A mixture of 1-(4-chlorobenzyl)piperazine (6.32 g; 0.03 mole), 1-bromo-3-chloropropane (4.75 g; 0.03 mole), anhydrous potassium carbonate (6.25 g; 0.045 mole) and butanone (75 ml) was stirred at reflux for 3 hr, cooled and filtered. The filtrate was evaporated in vacuo, and the residue dissolved in ether and washed with water (3x). The solvent solution dried over magnesium sulphate, filtered and evaporated to yield 6.86 g (80%) of the title compound. G.L.C. (5% Dexsil 300, 100°-350° at 15°/min) showed the sample to be 99% pure. A sample was distilled b.p.0.5 150°, and the distillate had the following spectral and analytical characteristics: νmax (film) 2900, 2760, 1480, 1450, 1435 cm-1. δ (CDCl3), 1.95 (2H,m); 2.43 (10H,m); 3.42 (2H,s); 3.56 (2H,t,J 7 Hz); 7.25 (4 H,s) (Found; C, 58.32; H, 7.07; Cl, 24.37; N, 9.79; C14H20Cl2N2 requires; C, 58.34; H, 7.02; Cl, 24.69; N, 9.75%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04263299uspto-grants-1981_04