Réaction #161895

ord-d2fb62cec9164f48957a19e44449b09d

Équation de réaction

C=CC#N
acrylonitrile
CCO
ethanol
CCCCCCCCCCCCCCCCCCN
stearylamine
CC(=O)O
acetic acid
N.O
ammonia water
CCCCCCCCCCCCCCCCCCN(CCC#N)CCC#N
target compound
CCCCCCCCCCCCCCCCCCN(CCC#N)CCC#N
N,N-bis(2-cyanoethyl)octadecylamine

Solvants

Conditions de réaction

Température
77°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températureto cool to room temperature
  2. 2
    Extractionextracted with 500 ml of ethyl acetate
  3. 3
    AutreThe organic layer was separated from the solution
  4. 4
    Lavagewashed twice with 100 ml of water and 50 ml of saturated saline
  5. 5
    Séchagedried over anhydrous magnesium sulfate
  6. 6
    workup.DISTILLATIONAfter distilling off the solvent
  7. 7
    Autrethe concentrated residue was recrystallized

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08830811B2uspto-grants-2014_09