Acetic Acid → n,n-Bis(2-cyanoethyl)octadecylamine

HRID 74713

Reaktionsgleichung

Reaktionsgleichung von HRID 74713
[C:1](#[N:4])[CH:2]=[CH2:3].[CH2:5](O)[CH3:6].[CH2:8]([NH2:26])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].O.[NH3:28].[C:29](O)(=O)C>O>[C:29]([CH2:5][CH2:6][N:26]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:3][CH2:2][C:1]#[N:4])#[N:28]

Komponenten

7

Edukt 5

HCID 176Acetic AcidHCID 702EthanolHCID 7855AcrylonitrileHCID 15793OctadecylamineHCID 12896473Azane;hydrate

Produkt 1

HCID 10872492n,n-Bis(2-cyanoethyl)octadecylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
77 °C

Versuchsvorschrift

40.2 g of acrylonitrile was added dropwise to an ethanol solution (150 ml) of 41.7 g of stearylamine at room temperature over 0.5 hours, 22.5 g of acetic acid was added dropwise thereto over 0.5 hours, and then stirred at 77° C. for 10 hours. After standing to cool to room temperature, the mixed solution was added with 200 ml of water and 22.8 g of 28% ammonia water, and extracted with 500 ml of ethyl acetate. The organic layer was separated from the solution, washed twice with 100 ml of water and 50 ml of saturated saline, dried over anhydrous magnesium sulfate. After distilling off the solvent, the concentrated residue was recrystallized using isopropyl alcohol as a solvent to obtain 42.4 g of a target compound as a white solid.

Aufarbeitung

  1. temperatureto cool to room temperature
  2. extractionextracted with 500 ml of ethyl acetate
  3. customThe organic layer was separated from the solution
  4. washwashed twice with 100 ml of water and 50 ml of saturated saline
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationAfter distilling off the solvent
  7. customthe concentrated residue was recrystallized

Quellen und Nachweise

ORD-Eintrag
ord-d2fb62cec9164f48957a19e44449b09d
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08830811B2

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