Reaction #1340577

ord-ccdf626f74a94cbf81036393225a60c5

Reaction equation

CCCCCCCCCCCCCCCCCCC1CC(=O)OC1=O
octadecyl succinic anhydride
NCCO
ethanolamine
CCCCCCCCCCCCCCCCCCC1CC(=O)N(CCO)C1=O
N-(2-hydroxyethyl)octadecyl succinimide
Yield 54.0%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherA 50 mL reaction flask
  2. 2
    Otherthe resulting mixture was reacted at 160° C. for 4 hours under continuous nitrogen purging and with vigorous stirring
  3. 3
    OtherThe reaction product was purified by silica gel column chromatography (mobile phase: ethyl acetate/hexane)

Procedure

A 50 mL reaction flask was charged with 17.6 g of octadecyl succinic anhydride (manufactured by Tokyo Chemical Industry Co., Ltd.) and 3.1 g of ethanolamine (manufactured by Tokyo Chemical Industry Co., Ltd.), and the resulting mixture was reacted at 160° C. for 4 hours under continuous nitrogen purging and with vigorous stirring. The reaction product was purified by silica gel column chromatography (mobile phase: ethyl acetate/hexane), yielding 10.6 g of N-(2-hydroxyethyl)octadecyl succinimide (yield: 54%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08455413B2uspto-grants-2013_06