Benzyl Bromide → N-benzyl-N,N,N-trioctadecylammonium bromide

Beteiligte Stoffe

Reaktionsschritte

N-benzyl-N,N,N-trioctadecylammonium bromide is prepared according to the following process. 0.10 g (0.13 mmol) trioctadecylamine, 0.30 ml (2.5 mmol) benzyl bromide (98%, Aldrich), and 3 ml THF (certified grade, Fisher) are placed into a 10 ml round-bottomed flask. The mixture is refluxed under a dry nitrogen atmosphere with stirring for 1 day. 80 mg (65%) white solid, mp 82°-83° C., is recovered after the solvent is evaporated, and the residue is recrystallized twice in a mix of hexane and ether. IR(KBr) 2916, 2851 (C-H stretching, vvs), 1473, 1386(C-H bending, w) cm-1. 1HNMR(CDCl3) δ 7.74-7.36 (aromatic H, m, 4H), 5.19-4.76 (CH2,s, 2H), 3.69-3.12(CH2, m, 6H), 2.05-0.67 (heptadecyl groups, m, 104H).

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