Hydrochloric Acid → HCID 18361487, compound

Participants

Reaction Steps

To a solution of (+)-2-[2-(N,N-diethylamino) ethyl]-6-hydroxytetralin (4.5 g) in DMF (60 ml) was added sodium hydride (60% in oil, 1.46 g) at 0° C. The reaction mixture was stirred at room temperature for 30 min and a solution of 4-chloromethylbiphenyl (4.08 g) in DMF (40 ml) was added. After stirring at room temperature for 2 hr, the reaction mixture was poured into water, neutralized with 1 N aqueous hydrochloric acid. Saturated aqueous sodium bicarbonate (50 ml) was added and the reaction mixture was extracted with combined solvent of ethyl acetate and THF (1:1). The organic layer was dried and concentrated. The residue was purified by silica gel column chromatography (eluent: ethyl acetate to ethyl acetate: triethylamine=4:1) and converted into its hydrochloride, which was recrystallized from ethanol-diisopropyl ether to obtain the titled compound (6 g).

Provenance & Evidence