Issue 11, 2008
From the journal:

Green Chemistry

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

Goffredo Rosini,a   Valerio Borzatta,b   Claudio Paoluccia  and  Paolo Righi*a  

* Corresponding authors

a Dipartimento di Chimica Organica “A. Mangini”, Alma Mater Studiorum–Università di Bologna, Viale del Risorgimento, 4, Bologna, Italy
E-mail: paolo.righi@unibo.it
Fax: +39 051 20 93630
Tel: +39 051 20 93625

b ENDURA SpA, Viale Pietramellara, 5, Bologna, Italy

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

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/B809088B
Article type
Paper
Submitted
29 May 2008
Accepted
28 Jul 2008
First published
19 Sep 2008

Green Chem., 2008,10, 1146-1151

Permissions

Request permissions

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements