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Synfacts 2007(5): 0551-0551  
DOI: 10.1055/s-2007-968489
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Flow Systems with a Packed-Bed Microreactor

Contributor(s): Yasuhiro Uozumi, Takayasu Arakawa
A. R. Bogdan, B. P. Mason, K. T. Sylvester, D. T. McQuade*
Cornell University, Ithaca, USA
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Publication History

Publication Date:
24 April 2007 (online)

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Significance

Flow systems with packed-bed microreactors of resin-supported organocatalysts were developed. Flow systems consisted of fluoroelastomeric tubing (1.6 mm inner diameter) packed with functionalized Amberzyme oxirane (AO) resin, filter caps, and syringe pump. The Knoevenagel condensation of benzaldehyde with ethyl cyanoacetate was carried out in MeCN by using AO resin-supported 1,5,7-triaza­bicyclo-[4.4.0]undec-3-ene (AO-TBD) in packed-bed microreactor 1 to give ethyl trans-α-cyanocinna­mate in 93% yield (0.2 g/h). The acylation of 1-phenylethanol was carried out in triethylamine (TEA) by using AO resin-supported DMAP (AO-DMAP) in packed-bed microreactor 2 to give the acylated product in 97% yield (1.6 g/h).