Selective Synthesis of Unsaturated N-Acylethanolamines by Lipase-Catalyzed N-Acylation of Ethanolamine with Unsaturated Fatty Acids

P. Plastina, J.P. Vincken, H. Gruppen, R.F. Witkamp, B. Gabriele

Research output: Contribution to journalArticleAcademicpeer-review

25 Citations (Scopus)

Abstract

The selective synthesis of unsaturated N-acylethanolamines 1b-6b by lipase-catalyzed direct condensation between unsaturated fatty acids 1a-6a and ethanolamine is reported. Reactions were carried out in hexane at 40 °C, in the presence of Candida antarctica Lipase B as the catalyst, to give the corresponding amides 1b-6b with yields ranging from 80 to 88%.
Original languageEnglish
Pages (from-to)444-447
JournalLetters in Organic Chemistry
Volume6
Issue number6
DOIs
Publication statusPublished - 2009

Keywords

  • enzymatic-synthesis
  • amide surfactants
  • carboxylic-acids
  • ionic liquids
  • solvent
  • anandamide
  • endocannabinoids
  • amidation
  • pressure
  • amines

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