Hydrochloric Acid → N(3-Aminopropyl)-N3-cyclopentadecylpropane-1,3-diamine

Participants

Reaction Conditions

Reaction Steps

Compound 50a (450 mg, 0.8 mmol) was first dissolved in EtOH (60 mL) and stirred at 0° C. for 10 min A 4 M HCl solution (35 mL, 140 mmol) was then added dropwise and stirred for 30 min at 0° C. under N2. The reaction was then slowly warmed to room temperature and stirred under N2 for 4 h. Upon completion, the solvent was removed in vacuo to give 46a as a white solid (365 mg, 98%)1H NMR (D2O) δ 3.25 (m, 1H), 3.15 (t, 6H), 3.10 (t, 2H), 2.09 (m, 4H), 1.72 (m, 4H), 1.39-1.35 (m, 26H); 13C (D2O) δ. HRMS (FAB) m/z calc for C21H45N3 (M+H)+ 340.3613. found 340.3693. Elemental Analysis: C21H48Cl3N3.0.05 H2O theory C, 55.57; H, 10.68; N, 9.26. found C, 55.77; H, 10.65; N, 8.98.

Provenance & Evidence