A Research-Based Undergraduate Organic Laboratory Project: Investigation of a One-Pot, Multicomponent, Environmentally Friendly Prins–Friedel–Crafts-Type Reaction

Students in the undergraduate organic laboratory synthesize tetrahydro-2-(4-nitrophenyl)-4-phenyl-2H-pyran via the Montmorillonite K10 clay-catalyzed reaction of p-nitrobenzaldehye with methanol, 3-buten-1-ol, and benzene. The synthesis comprises an environmentally friendly tandem Prins–Friedel–Craf...

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Veröffentlicht in:Journal of chemical education 2012-01, Vol.89 (2), p.265-267
Hauptverfasser: Dintzner, Matthew R, Maresh, Justin J, Kinzie, Charles R, Arena, Anthony F, Speltz, Thomas
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Sprache:eng
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Zusammenfassung:Students in the undergraduate organic laboratory synthesize tetrahydro-2-(4-nitrophenyl)-4-phenyl-2H-pyran via the Montmorillonite K10 clay-catalyzed reaction of p-nitrobenzaldehye with methanol, 3-buten-1-ol, and benzene. The synthesis comprises an environmentally friendly tandem Prins–Friedel–Crafts-type multicomponent reaction (MCR) and sets the stage for investigation of reaction scope through student research projects with other carbonyl substrates.
ISSN:0021-9584
1938-1328
DOI:10.1021/ed200256w