Events The 13th International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

This submission belongs to the session a. General Organic Synthesis of the event The 13th International Electronic Conference on Synthetic Organic Chemistry

Published date

31 Oct, 2009

Citation

Christian Rolando, Maël Penhoat, Azarmidokht Gholamipour-Shirazi, Alkylation of carboxylic acids in a microfluidic device: kinetics parameters determination, Hammett reaction constant measurement and optimization of preparative experiment, in Proceedings of The 13th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2009, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-13-00198

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Alkylation of carboxylic acids in a microfluidic device: kinetics parameters determination, Hammett reaction constant measurement and optimization of preparative experiment

Christian Rolando ¹

Maël Penhoat ¹

Azarmidokht Gholamipour-Shirazi ¹

1. Université de Lille 1, Sciences et Technologies, UMR CNRS USTL 8009, Organic and Macromolecular Chemistry, FR CNRS USTL 2638, Eugène-Michel CHEVREUL Institute, Villeneuve d’Ascq, France

Abstract

A new proton sponge 1,8-bis(tetramethylguanidino)naphthalene (TMGN) was utilized for the alkylation of benzoic acid by iodomethane in a continuous flow microsystem. Using this set-up, kinetics of the reaction was determined in different mixing strategies and the Hammett reaction constant was measured. Good performance and efficiency of this procedure were confirmed through several preparative studies.

Keywords

One-pot Synthesis of 2\'-Aminobenzothiazolomethylnaphtols In water catalyzed by Wells-Dawson heteropolyacid

Alkylation of substituted phenols in DMF by MeI using TMGN (bis- 1,1,8,8-(tetramethylguanidino)naphtalene) a proton sponge as base: a kinetics study by NMR spectroscopy