Hydrochloric Acid → N-Anthracen-9-ylmethyl-N'-(3-ethoxy-propyl)-N-ethyl-propane-1,3-diamine, Hydrochloride salt

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A solution of compound 19 (169 mg, 0.45 mmole) was dissolved in absolute ethanol (13 mL) and stirred at 0° C. for 10 minutes. A 4N HCl solution (22 mL) was added to the reaction mixture dropwise and stirred at 0° C. for 20 minutes and then at room temperature overnight. The solution was concentrated in vacuo to give 21 as a yellow solid in 95% yield. 1H NMR (D2O) δ 8.58 (s, 1H), 8.10 (m, 4H), 7.73 (m, 2H), 7.62 (m, 2H), 5.12 (s, 2H), 3.52 (m, 4H), 3.43 (q, 2H), 3.15 (t, 2H), 2.84 (t, 2H), 2.73 (t, 2H), 1.79 (m, 4H), 1.47 (t, 3H), 1.15 (t, 3H); 13C NMR (D2O): δ 133.9, 133.5, 132.5, 130.9, 128.4, 125.2, 122.1, 69.9, 69.3, 52.7, 52.4, 52.2, 48.1, 47.0, 28.2, 23.5, 17.0, 11.4. HRMS (FAB) calcd for C25H34N2O.2HCl (M+H−2HCl)+ 379.2749, Found 379.2749.

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