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Synlett 2016; 27(01): 29-32
DOI: 10.1055/s-0035-1560584
DOI: 10.1055/s-0035-1560584
letter
Production of Valuable Esters from Oleic Acid with a Porous Polymeric Acid Catalyst without Water Removal
Autoren
Weitere Informationen
Publikationsverlauf
Received: 16. Juni 2015
Accepted after revision: 04. Oktober 2015
Publikationsdatum:
03. November 2015 (online)
Dedicated with respect to Professor Steven Ley on the occasion of his 70th birthday
Abstract
We demonstrate the use of porous phenolsulfonic acid–formaldehyde (PSF) resins as solid-acid catalysts, which showed excellent performance in the esterification of fatty acids without using any solvent or introducing a water-removal process. The catalyst was reused up to 30 times without significant loss of activity.
Key words
heterogeneous catalyst - polymer-based solid acid - esterification - fatty acid alkyl esterSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0035-1560584.
- Supporting Information (PDF) (opens in new window)
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- 20 General Esterification Procedure The esterification reaction was carried out in a 20 mL glass vial with a magnetic bar. Oleic acid (10 mmol), alcohol substrate (12 mmol), and PSF catalyst (1.4 mol%) were added at 90 °C. The reaction mixture was analyzed by diluting a sample 5 times with heptane using an internal standard (methyl heptadecanoate), and analyzed via gas chromatography (GC) and mass spectrometry (GC–MS). After reaction was complete, the catalyst was separated from the reaction products by filtration and was dried in vacuo.
- 21 Demonstration of Recyclability of PSF Resin Catalyst The reusability of the resin was examined with 1.4 mol% of the PSF resin catalyst, oleic acid (10 mmol), and 2-ethylhexanol (12 mmol) at 90 °C. After reaction was complete the PSF resin catalyst was separated by filtration, washed with concentrated sulfuric acid, rinsed with MeOH and H2O, and dried in vacuo before recycling.