Reaktion #54468

Reaktionsgleichung

sodium hydrogen carbonate

1-benzhydrylpiperazine hydrochloride

formalin

6,7-dimethoxy-3,4-dihydro-1(2H)-naphthalenone

→

2-(4-benzhydryl-1-piperazinylmethyl)-6,7-dimethoxy-3,4-dihydro-1(2H)-naphthalenone

Lösungsmittel

water

diethyl ether

ethanol

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONa mixture of 5 g
2. 2
   workup.ADDITIONTo the reaction mixture is added 500 ml
3. 3
   Extraktionextracted with chloroform
4. 4
   SonstigeThe extract is dried
5. 5
   workup.DISTILLATIONdistilled under reduced pressure
6. 6
   workup.ADDITIONTo the oily residue is added methanol

Vorschrift

In 100 ml. of ethanol is dissolved a mixture of 5 g. of 6,7-dimethoxy-3,4-dihydro-1(2H)-naphthalenone, 8 g. of 1-benzhydrylpiperazine hydrochloride and 10 g. of 37% aqueous formalin and the solution is allowed to stand at room temperature overnight, after which time it is heated at 80° C. for 7 hours. To the reaction mixture is added 500 ml. of water and, after shaking with 100 ml. of diethyl ether, the water layer is neutralized with sodium hydrogen carbonate and extracted with chloroform. The extract is dried and distilled under reduced pressure. To the oily residue is added methanol, whereupon 5 g. of 2-(4-benzhydryl-1-piperazinylmethyl)-6,7-dimethoxy-3,4-dihydro-1(2H)-naphthalenone is obtained as colorless crystals melting at 142°-144° C.

Quelle