• Media type: E-Article
  • Title: Continuous flow hydrogenation of methyl and ethyl levulinate: an alternative route to γ -valerolactone production
  • Contributor: Tukacs, József M.; Sylvester, Áron; Kmecz, Ildikó; Jones, Richard V.; Óvári, Mihály; Mika, László T.
  • imprint: The Royal Society, 2019
  • Published in: Royal Society Open Science
  • Language: English
  • DOI: 10.1098/rsos.182233
  • ISSN: 2054-5703
  • Keywords: Multidisciplinary
  • Origination:
  • Footnote:
  • Description: <jats:p> Heterogeneous continuous transformation of methyl levulinate (ML) and ethyl levulinate (EL) to <jats:italic>γ</jats:italic> -valerolactone (GVL), as a promising C <jats:sub>5</jats:sub> -platform molecule was studied at 100°C. It was proved that the H-Cube <jats:sup>®</jats:sup> continuous hydrogenation system equipped with 5% Ru/C CatCart <jats:sup>®</jats:sup> is suitable for the reduction of both levulinate esters. While excellent conversion rates (greater than 99.9%) of ML and EL could be achieved in water and corresponding alcohols, the selectivities of GVL were primarily affected by the solvent used. In water, 100% conversion and <jats:italic>ca</jats:italic> 50% selectivity that represent <jats:italic>ca</jats:italic> 0.45 mol <jats:sub>GVL</jats:sub> g <jats:sub arrange="stack">metal</jats:sub> <jats:sup arrange="stack">−1</jats:sup> h <jats:sup>−1</jats:sup> productivity towards GVL, were obtained under 100 bar of total system pressure. The application of alcohols as a solvent, which maintained high conversion rates up to 1 ml min <jats:sup>–1</jats:sup> flow rate, resulted in lower productivities (less than 0.2 mol <jats:sub>GVL</jats:sub> g <jats:sub arrange="stack">metal</jats:sub> <jats:sup arrange="stack">−1</jats:sup> h <jats:sup>−1</jats:sup> ) of GVL. Therefore, from a synthesis point of view, the corresponding 4-hydroxyvalerate esters could be obtained even at a higher reaction rate. The addition of sulfonated triphenylphosphine ligand (TPPTS) allowed reduction of the system pressure and resulted in the higher selectivity towards GVL. </jats:p>
  • Access State: Open Access