Reaktion #708748

Reaktionsgleichung

5-[2-hydroxy-3-(4-phenylpiperazinyl)propoxy]-3,4-dihydrocarbostyril

sodium hydride

3,4,5-trimethoxybenzoyl chloride

→

5-[2-(3,4,5-trimethoxybenzoyloxyl)-3-(4-phenylpiperazinyl)propoxy]-3,4-dihydrocarbostyril

Ausbeute 52.3%

Lösungsmittel

xylene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated for 1 hour under refluxing conditions
2. 2
   Sonstigeis lowered to 130° C.
3. 3
   Temperaturheated for 8 hours
4. 4
   Temperaturunder refluxing condition
5. 5
   SonstigeXylene is removed from the reaction mixture by distillation
6. 6
   workup.ADDITIONthe residue is poured into 80 ml of water
7. 7
   Extraktionextracted with chloroform
8. 8
   WaschenThe chloroform layer is washed with water
9. 9
   Sonstigedried
10. 10
    Sonstigechloroform is removed by distillation
11. 11
    SonstigeThe residue is recrystallized from ethanol

Vorschrift

1.9 grams of 5-[2-hydroxy-3-(4-phenylpiperazinyl)propoxy]-3,4-dihydrocarbostyril and 0.24 g of sodium hydride are dispersed in 40 ml of xylene and heated for 1 hour under refluxing conditions. Then the bath temperature is lowered to 130° C. and 1.40 g of 3,4,5-trimethoxybenzoyl chloride are added gradually and heated for 8 hours under refluxing condition. Xylene is removed from the reaction mixture by distillation, then the residue is poured into 80 ml of water and extracted with chloroform. The chloroform layer is washed with water, dried and chloroform is removed by distillation. The residue is recrystallized from ethanol to obtain 1.5 g of 5-[2-(3,4,5-trimethoxybenzoyloxyl)-3-(4-phenylpiperazinyl)propoxy]-3,4-dihydrocarbostyril in the form of colorless crystals with a melting point of 125°-127° C.

Quelle