Hydrochloric Acid → N-[(1R)-1-(naphthalen-1-yl)ethyl]-3-[3-(trifluoromethyl)phenyl]prop-2-en-1-amine hydrochloride

Beteiligte Stoffe

Reaktionsschritte

Anhydrous potassium carbonate (64.0 g) and (R)-1-(1-naphthyl)ethylamine (39.0 g) was added to a solution of 1-[3-chloroprop-1-en-1-yl]-3-(trifluoromethyl)benzene (Example 6; 50 g) in acetonitrile (500 mL) at room temperature. The reaction mixture was refluxed for 12 hours at 80° C. to 85° C. After completion of the reaction, the mixture was quenched with de-ionized water (250 mL). The organic layer was separated and completely distilled off to remove acetonitrile to obtain oil. The oil obtained was dissolved in toluene (500 mL) and added to de-ionized water (250 mL). The pH of this mixture was adjusted to 0.1-0.5 by adding solution of hydrochloric acid (6 N; 100 mL). The mixture was stirred at 50° C. to 60° C. for 15-20 minutes, followed by the layer separation. The organic layer was acidified with hydrochloric acid (6N; 50 mL) and stirred at 50° C. to 60° C. for 15-20 minutes. The organic layer was completely distilled off to obtain N-[(1R)-1-(naphthalen-1-yl)ethyl]-3-[3-(trifluoromethyl)phenyl]prop-2-en-1-amine hydrochloride.

Herkunft & Nachweise