1-Iodooctadecane → Tetraoctadecylammonium iodide

HRID 443175

Reaktionsgleichung

Reaktionsgleichung von HRID 443175
[CH2:1]([N:19]([CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH3:55])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[CH2:56]([I:74])[CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH3:73]>CC#N>[I-:74].[CH2:38]([N+:19]([CH2:73][CH2:72][CH2:71][CH2:70][CH2:69][CH2:68][CH2:67][CH2:66][CH2:65][CH2:64][CH2:63][CH2:62][CH2:61][CH2:60][CH2:59][CH2:58][CH2:57][CH3:56])([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH3:55]

Komponenten

4

Edukt 2

HCID 124021-IodooctadecaneHCID 458429Trioctadecylamine

Produkt 1

HCID 21191718Tetraoctadecylammonium iodide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Tetraoctadecylammonium iodide is prepared according to the following process. 70 mg (0.090 mmol) trioctadecylamine, 0.10 g (0.26 mmol) octadecyl iodide (recrystallized from 95% material, Fluka), and 3 ml CH3CN (HPLC grade, Fisher) are placed into a 10 ml roundbottomed flask. The mixture is refluxed under a dry nitrogen atmosphere with stirring for 5 days. 55 mg (53%) white solid, mp 104°-105° C., is recovered after the solvent is evaporated, and recrystallized twice in ethanol/Et2O. IR(KBr) 2918, 2855 (C-H stretching, vvs), 1471, 1386(C-H bending, w) cm-1. 1HNMR(CDCl3) δ 3.48-3.16(CH2, m, 8H), 1.78-0.81 (heptadecyl groups, m, 148H).

Aufarbeitung

  1. temperatureThe mixture is refluxed under a dry nitrogen atmosphere
  2. custom55 mg (53%) white solid, mp 104°-105° C., is recovered after the solvent
  3. customis evaporated
  4. customrecrystallized twice in ethanol/Et2O

Quellen und Nachweise

ORD-Eintrag
ord-d5114f7fcfff475fb2039424d4e0a1e8
Quelldatensatz
uspto-grants-1999_04
Patentnummer
US05892116

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