Reacción #531850

Ecuación de reacción

1-(3-chlorophenyl)piperazine hydrochloride

triethylamine

ethyl 6-bromohexanoate

→

ethyl 6-[N′-(3-chlorophenyl)-N-piperazinyl]hexanoate

Rendimiento 59.6%

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture heated
2. 2
   Temperaturaat reflux for 4 hours
3. 3
   Lavadowashed with water (2×100 ml), brine (100 ml)
4. 4
   Secadodried over Na2SO4
5. 5
   Filtraciónfiltered
6. 6
   Concentraciónconcentrated to dryness
7. 7
   OtroThe residue obtained
8. 8
   Otrowas purified by flash chromatography on silica gel

Procedimiento

To a solution of 1-(3-chlorophenyl)piperazine hydrochloride (12 g, 0.051 mol) in anhydrous toluene (250 ml) was added triethylamine (TEA) (15.6 ml, 0.112 mol) and ethyl 6-bromohexanoate (13.6 g, 0.061 mol) and the mixture heated at reflux for 4 hours. The mixture was then cooled to room temperature, washed with water (2×100 ml), brine (100 ml), dried over Na2SO4, filtered and concentrated to dryness. The residue obtained was purified by flash chromatography on silica gel using ethyl acetate/hexane (1/1) to give ethyl 6-[N′-(3-chlorophenyl)-N-piperazinyl]hexanoate (10.3 g) as a clear oil.

Fuente