Sodium Chloride → HCID 21492253, compound

Participants

Reaction Steps

10.6 g (40 mMol) 1-(naphth-1-yloxy)-3-bromopropane were mixed with 7.7 g (40 mMol) 1-(4-methoxyphenyl)-piperazine, 8.1 g (80 mMol) anhydrous triethylamine and 40 ml. anhydrous tetrahydrofuran and the reaction mixture subsequently maintained at reflux temperature for 10 hours. After cooling, the precipitated triethylamine hydrobromide was filtered off with suction. The filtrate was substantially evaporated in a vaccum, the residue was taken up in chloroform and the solution obtained was shaken with dilute aqueous sodium hydroxide solution, then with an aqueous solution of sodium chloride and thereafter with water. The organic phase was dried over anhydrous sodium sulfate, filtered through active charcoal and finally freed from chloroform in a vacuum. The oily residue was brought to crystallization by the addition of isopropanol. After recrystallization from methanol, with the addition of active charcoal, there were obtained 10.2 g (68% of theory) 1-(4-methoxyphenyl)-4-[3-(naphth-1-yloxy)-propyl]-piperazine, which had a melting point of 68° - 69° C. The corresponding hydrochloride was obtained by passing dry hydrogen chloride through a dioxan solution of the base. It had a melting point of 235° - 238° C.

Provenance & Evidence