Methyl iodide → N-methyl-N,N,N-trioctadecylammonium iodide

Participants

Reaction Steps

N-(3β-cholestanyl)-N-methyl-N,N-dioctadecylammonium chloride of the formula (VIII): ##STR16## The gelators of Examples VI-IX are synthesized by the following procedures. N-methyl-N,N,N-trioctadecylammonium iodide is prepared according to the following process. 0.10 g (0.13 mmol) trioctadecylamine is dissolved in 1.5 ml THF (certified grade, Fisher), and 0.1 ml (1.6 mmol) CH3I (99%, Aldrich) is placed in the above solution. The solution is stirred in a nitrogen atmosphere at 38°-40° C. for 3 h. 95 mg (80%) white solid, mp 108°-111° C., is obtained after the solvent is evaporated under house vacuum pressure, and the residue is recrystallized in ethanol (anhydrous). IR (KBr) 2917, 2859 (C-H stretching, vvs), 1473 (C-H bending, w) cm-1. 1HNMR (CDCl3) δ 3.52-3.38 (CH2, m, 6H), 3.31 (CH3, s, 3H), 1.76-0.82 (heptadecyl groups, m, 105H).

Provenance & Evidence