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

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 the...

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Main Authors: Joshi Ramesh A., Joshi Rohini R., Tibhe Jagdish, Nivangune Nayana T., Kulkarni Amol A.
Format: Article
Language:English
Published: De Gruyter 2012-04-01
Series:Green Processing and Synthesis
Subjects:
Online Access:https://doi.org/10.1515/gps-2011-0002
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author Joshi Ramesh A.
Joshi Rohini R.
Tibhe Jagdish
Nivangune Nayana T.
Kulkarni Amol A.
author_facet Joshi Ramesh A.
Joshi Rohini R.
Tibhe Jagdish
Nivangune Nayana T.
Kulkarni Amol A.
author_sort Joshi Ramesh A.
collection DOAJ
description 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.
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spelling doaj.art-87f89c09b1fb4494949ded3957303dee2022-12-21T21:27:28ZengDe GruyterGreen Processing and Synthesis2191-95422191-95502012-04-011220521010.1515/gps-2011-0002Continuous flow synthesis of β-amino α, β-unsaturated esters in aqueous mediumJoshi Ramesh A.0Joshi Rohini R.1Tibhe Jagdish2Nivangune Nayana T.3Kulkarni Amol A.4Organic Chemistry Division, National Chemical Laboratory, Pune, 411008, IndiaOrganic Chemistry Division, National Chemical Laboratory, Pune, 411008, IndiaChemical Engineering and Process Development Division, National Chemical Laboratory, Pune, 411008, IndiaChemical Engineering and Process Development Division, National Chemical Laboratory, Pune, 411008, IndiaChemical Engineering and Process Development Division, National Chemical Laboratory, Pune, 411008, IndiaContinuous 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.https://doi.org/10.1515/gps-2011-0002β-amino crotonatecontinuous flow synthesishantzsch synthesismicroreactor
spellingShingle Joshi Ramesh A.
Joshi Rohini R.
Tibhe Jagdish
Nivangune Nayana T.
Kulkarni Amol A.
Continuous flow synthesis of β-amino α, β-unsaturated esters in aqueous medium
Green Processing and Synthesis
β-amino crotonate
continuous flow synthesis
hantzsch synthesis
microreactor
title Continuous flow synthesis of β-amino α, β-unsaturated esters in aqueous medium
title_full Continuous flow synthesis of β-amino α, β-unsaturated esters in aqueous medium
title_fullStr Continuous flow synthesis of β-amino α, β-unsaturated esters in aqueous medium
title_full_unstemmed Continuous flow synthesis of β-amino α, β-unsaturated esters in aqueous medium
title_short Continuous flow synthesis of β-amino α, β-unsaturated esters in aqueous medium
title_sort continuous flow synthesis of β amino α β unsaturated esters in aqueous medium
topic β-amino crotonate
continuous flow synthesis
hantzsch synthesis
microreactor
url https://doi.org/10.1515/gps-2011-0002
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AT tibhejagdish continuousflowsynthesisofbaminoabunsaturatedestersinaqueousmedium
AT nivangunenayanat continuousflowsynthesisofbaminoabunsaturatedestersinaqueousmedium
AT kulkarniamola continuousflowsynthesisofbaminoabunsaturatedestersinaqueousmedium