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Green Processing and Synthesis

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Continuous flow synthesis of β-amino α, β-unsaturated esters in aqueous medium

Ramesh A. Joshi1 / Rohini R. Joshi1 / Jagdish Tibhe2 / Nayana T. Nivangune2 / 2

1Organic Chemistry Division, National Chemical Laboratory, Pune, 411008, India

2Chemical Engineering and Process Development Division, National Chemical Laboratory, Pune, 411008, India

Corresponding author

Citation Information: Green Processing and Synthesis. Volume 1, Issue 2, Pages 205–210, ISSN (Online) 2191-9550, ISSN (Print) 2191-9542, DOI: https://doi.org/10.1515/gps-2011-0002, April 2012

Publication History



Continuous flow synthesis of many β-amino α, β-unsaturated esters has been demonstrated, through the reaction of a β-ketoester compound with ammonia and primary amines. Several combinations have been studied in detail in batch mode and a few have been taken for continuous flow synthesis based on their suitability. Upon studying the feasibility of continuous flow synthesis of different β-amino crotonates, the synthesis of methyl amino crotonate in the presence of a recyclable and reusable homogeneous acid catalyst has been studied in detail. Tubular reactors were seen to overcome the heat and mass transfer limitations, thereby providing a simple device for even a pilot scale production. A similar approach can be used for the synthesis of other β-amino crotonates. The continuous flow synthesis approach for producing methyl amino crotonate, in the absence of any external solvent, makes it a green process technology.

Keywords: β-amino crotonate; continuous flow synthesis; Hantzsch synthesis; microreactor

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