Synthesis of biobased N-methylpyrrolidone by one-pot cyclization and methylation of c-aminobutyric acid

T.M. Lammens, M.C.R. Franssen, E.L. Scott, J.P.M. Sanders

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58 Citations (Scopus)

Abstract

N-Methylpyrrolidone (NMP) is an industrial solvent that is currently based on fossil resources. In order to prepare it in a biobased way, the possibility to synthesize NMP from -aminobutyric acid (GABA) was investigated, since GABA can be obtained from glutamic acid, an amino acid that is present in many plant proteins. Cyclization of GABA to 2-pyrrolidone and subsequent methylation of 2-pyrrolidone to NMP was achieved in a one-pot procedure, using methanol as the methylating agent and a halogen salt (i.e. ammonium bromide) as a catalyst. A selectivity above 90% was achieved, as well as a high conversion. Methylation of 2-pyrrolidone could also be done with dimethyl carbonate, but then the selectivity for NMP was less (67%).
Original languageEnglish
Pages (from-to)1430-1436
JournalGreen Chemistry
Volume12
Issue number8
DOIs
Publication statusPublished - 2010

Keywords

  • dimethyl carbonate
  • faujasites
  • chemistry
  • methanol

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