Reaktion #4411

Reaktionsgleichung

1-phenacylpiperazine

1-chloro-3-[4-(4-chlorobenzyl)-1-piperazinyl]propane

triethylamine

→

1-[4-(4-chlorobenzyl)-1-piperazinyl]-3-(4-phenacyl-1-piperazinyl)propane

Ausbeute 77.5%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for 5 hours
2. 2
   SonstigeThe solvent was removed by rotary evaporation, 150 ml of water
3. 3
   workup.ADDITIONwere added
4. 4
   Extraktionthe mixture was extracted with ether (3×150 ml)
5. 5
   SonstigeThe ether solution was evaporated to an oil, which
6. 6
   Sonstigewas chromatographed on a silica column

Vorschrift

A mixture of 4.1 g of 1-phenacylpiperazine, 5.7 g of 1-chloro-3-[4-(4-chlorobenzyl)-1-piperazinyl]propane, 2.6 g of triethylamine and 35 ml of reagent ethanol was refluxed for 5 hours. The solvent was removed by rotary evaporation, 150 ml of water were added, and the mixture was extracted with ether (3×150 ml). The ether solution was evaporated to an oil, which was chromatographed on a silica column, the eluant being CH2Cl2 /CH3OH/ammonium hydroxide (45:5:1), to yield crude 1-[4-(4-chlorobenzyl)-1-piperazinyl]-3-(4-phenacyl-1-piperazinyl)propane (7.0 g, 50% of theory). This oil was dissolved in 200 ml of ether and precipitated with excess anhydrous hydrogen chloride. The precipitate was then dissolved in water and reprecipitated by addition of acetone to give 1-[4-(4-chlorobenzyl)-1-piperazinyl]-3-(4-phenacyl-1-piperazinyl)propane tetrahydrochloride monohydrate as a white crystalline product (m.p. 211°-218° C.).

Quelle