Réaction #531850

Équation de réaction

1-(3-chlorophenyl)piperazine hydrochloride

triethylamine

ethyl 6-bromohexanoate

→

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

Rendement 59.6%

Solvants

toluene

Conditions de réaction

Traitement

1. 1
   Températurethe mixture heated
2. 2
   Températureat reflux for 4 hours
3. 3
   Lavagewashed with water (2×100 ml), brine (100 ml)
4. 4
   Séchagedried over Na2SO4
5. 5
   Filtrationfiltered
6. 6
   Concentrationconcentrated to dryness
7. 7
   AutreThe residue obtained
8. 8
   Autrewas purified by flash chromatography on silica gel

Mode opératoire

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.

Source