Reacción #531400

ord-c4c20840299f43b2a90d21f2d0446ba4

Ecuación de reacción

Clc1ccc(CN2CCNCC2)cc1
1-(4-chlorobenzyl)piperazine
C=CCc1c(OCC2CO2)ccc2c(OCc3ccccc3)cc(=O)oc12
8-allyl-4-benzyloxy-7-(2,3-epoxypropyloxy) coumarin
C=CCc1c(OCC(O)CN2CCN(Cc3ccc(Cl)cc3)CC2)ccc2c(OCc3ccccc3)cc(=O)oc12
title compound
Rendimiento 52.5%
C=CCc1c(OCC(O)CN2CCN(Cc3ccc(Cl)cc3)CC2)ccc2c(OCc3ccccc3)cc(=O)oc12
1-[3-(8-Allyl-4-benzyloxycoumarin-7-yloxy)-2-hydroxypropyl]-4-(4-chlorobenzyl)piperazine
Rendimiento 52.5%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaHeating
  2. 2
    Temperaturato reflux for 2 hr

Procedimiento

Heating a mixture of 1-(4-chlorobenzyl)piperazine (6.2 g; 0.03 mole) and 8-allyl-4-benzyloxy-7-(2,3-epoxypropyloxy) coumarin (9.47 g; 0.026 mole) in ethanol (50 ml) to reflux for 2 hr and work-up as in Example 2(b) gave 7.85 g (52%) of the title compound of m.p. 155°-157° C., νmax (mull) 3320, 1675, 1615, 1605, 1565 cm-1 ; (Found; C, 69.04; H, 6.20; N, 4.67; Cl, 6.12; C33H35O5N2Cl requires; C, 68.92; H, 6.13; N, 4.87; Cl, 6.17%).

Fuente

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