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Issue 11, 2008
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Comparative assessment of an alternative route to (5-benzylfuran-3-yl)methanol (Elliott's alcohol), a key intermediate for the industrial production of resmethrins

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Abstract

Industrial preparation of resmethrin, one of the first members of the pyrethroid family to be introduced, is achieved via Elliott's alcohol. Available procedures make use of stoichiometric amounts of pyridine, thionyl chloride, fuming nitric acid and a lot of chlorinated by-products are generated. We present here an alternative route to Elliott's alcohol, based on Baylis–Hillman reaction in aqueous media. A comparative quantitative assessment of the “greenness” was performed, using the freeware package EATOS which takes into account both the mass economy and the environmental impact of the materials involved.

Graphical abstract: Comparative assessment of an alternative route to (5-benzylfuran-3-yl)methanol (Elliott's alcohol), a key intermediate for the industrial production of resmethrins

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Publication details

The article was received on 29 May 2008, accepted on 28 Jul 2008 and first published on 19 Sep 2008


Article type: Paper
DOI: 10.1039/B809088B
Citation: Green Chem., 2008,10, 1146-1151
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    Comparative assessment of an alternative route to (5-benzylfuran-3-yl)methanol (Elliott's alcohol), a key intermediate for the industrial production of resmethrins

    G. Rosini, V. Borzatta, C. Paolucci and P. Righi, Green Chem., 2008, 10, 1146
    DOI: 10.1039/B809088B

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