Hydrochloric Acid → 4-(2-Methylphenyl)-1-[3-(5,6,7,8-tetrahydronaphth-1-yloxy)-prop1-yl]-piperazine hydrochloride

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Reaction Steps

A mixture of 8.15 g. (55 mMole) 5,6,7,8-tetrahydro-1-naphthol, 7.60 g. (55 mMole) powdered dry potassium carbonate and 100 ml. anhydrous methyl ethyl ketone was heated under reflux for 2 hours and then cooled somewhat. 0.2 g. potassium iodide were added thereto and a solution of 12.64 g. (50 mMole) 4-(2-methylphenyl)-1-(3-chloropropyl)-piperazine in 50 ml. anhydrous methyl ethyl ketone then added dropwise, whereafter the reaction mixture was heated under reflux for a further 16 hours. After filtering with suction, the filter cake obtained was washed with acetone. The combined organic filtrates were evaporated in a vacuum, the oily evaporation residue was taken up in chloroform and the chloroform solution was extracted several times with a dilute aqueous solution of sodium hydroxide and then with distilled water. After drying and evaporating in a vacuum, there was obtained an oily product which was dissolved in ether and treated with dry hydrogen chloride. The precipitated 4-(2-methylphenyl)-1-[3-(5,6,7,8-tetrahydronaphth-1-yloxy)-prop1 -yl]-piperazine hydrochloride thus obtained was filtered off with suction, washed with some ether and finally with alcohol to which some concentrated hydrochloric acid had been added. The yield was 72% of theory and the product has a melting point of 243°-244°C.

Provenance & Evidence