Tetradecylamine → Dimyristylamine

HRID 397297

Reaktionsgleichung

Reaktionsgleichung von HRID 397297
C(Cl)(=O)CCCCCCCCCCCCC.[C:17]([NH:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46])(=O)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30].C(N)CCCCCCCCCCCCC.C1CCN2C(=NCCC2)CC1>C(Cl)Cl>[CH2:33]([NH:32][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46]

Komponenten

5

Edukt 3

HCID 16217TetradecylamineHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 86587633N-myristyl myristamide Myristoyl chloride

Produkt 1

HCID 87077DimyristylamineAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

N-myristyl myristamide Myristoyl chloride (2.5 g; 10 mmole) was added to a room temperature methylene chloride solution of n-tetradecylamine (2.1 g; 10 mmole, TCI chemicals) and DBU (2.3 g; 15 mmole). The resulting mixture was stirred at room temperature for 4 hours, diluted with CH2Cl2, washed with brine solution, dried, and purified by column chromatography on silica gel, to give 3.40 g, 80.9% of product. 1H NMR (CDCl3): δ5.38 (6s, 1H), 3.24 (q, 2H), 2.16 (t, 2H, J=7.8 Hz), 1.58-1.66 m, 2H), 1.40-1.57 (m, 2H), 1.20-1.40 (m, 42H), 0.89 (t, 6H).

Aufarbeitung

  1. washwashed with brine solution
  2. customdried
  3. custompurified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-127d4fc0149945819e8ad187d9aae9b7
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06610664B2

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