Synthesis of "trans"-4,5-Bis-dibenzylaminocyclopent-2-Enone from Furfural Catalyzed by ErCl[subscript 3]·6H[subscript 2]O

Autor/inn/en	Estevão, Mónica S.; Martins, Ricardo J. V.; Alfonso, Carlos A. M.
Titel	Synthesis of "trans"-4,5-Bis-dibenzylaminocyclopent-2-Enone from Furfural Catalyzed by ErCl[subscript 3]·6H[subscript 2]O
Quelle	In: Journal of Chemical Education, 94 (2017) 10, S.1587-1589 (3 Seiten)Infoseite zur Zeitschrift PDF als Volltext Verfügbarkeit
Zusatzinformation	ORCID (Alfonso, Carlos A. M.)
Sprache	englisch
Dokumenttyp	gedruckt; online; Zeitschriftenaufsatz
ISSN	0021-9584
DOI	10.1021/acs.jchemed.6b00470
Schlagwörter	Science Experiments; Scientific Concepts; Synthesis; Introductory Courses; Organic Chemistry; Science Laboratories; Laboratory Procedures; Measurement; Undergraduate Students; Hands on Science + Suchen Sie Ihr Suchwort? Einführungskurs; Organische Chemie; Laboruntersuchung; Messverfahren
Abstract	An experiment exploring the chemistry of the carbonyl group for the one-step synthesis of "trans"-4,5- dibenzylaminocyclopent-2-enone is described. The reaction of furfural and dibenzylamine in the environmentally friendly solvent ethanol and catalyzed by the Lewis acid ErCl[subscript 3]·6H[subscript 2]O afforded the product in high yield (79-97%) with high purity by simple filtration. This experiment can be performed during a 3 h class, and requires only basic glassware without an anhydrous or inert atmosphere. It is suitable for use in introductory organic chemistry laboratories, where the purity of the product can be determined, using simple techniques such as TLC analysis and melting point measurement, as well as for more advanced classes allowing the consolidation of important reactivity features of the carbonyl group and the interpretation of the [superscript 1]H NMR spectrum. (As Provided).
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Erfasst von	ERIC (Education Resources Information Center), Washington, DC
Update	2020/1/01