Green Synthesis of Acid Esters from Furfural via Stobbe Condensation

Solvent-free Stobbe condensation of furfural 1 with dimethyl succinate 2 under anhydrous conditions at room temperature using dry-solid potassium tertiary butoxide gave 3-carbomethoxy, 4-furyl-3-butenoic acid 3, which upon methylation followed by Stobbe condensation reaction with different aldehydes...

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Main Authors: Shubhra Banerjee, Ravibabu A. Tayade, Bhagyashree D. Sharma
Format: Article
Language:English
Published: Wiley 2013-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2013/152370
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author Shubhra Banerjee
Ravibabu A. Tayade
Bhagyashree D. Sharma
author_facet Shubhra Banerjee
Ravibabu A. Tayade
Bhagyashree D. Sharma
author_sort Shubhra Banerjee
collection DOAJ
description Solvent-free Stobbe condensation of furfural 1 with dimethyl succinate 2 under anhydrous conditions at room temperature using dry-solid potassium tertiary butoxide gave 3-carbomethoxy, 4-furyl-3-butenoic acid 3, which upon methylation followed by Stobbe condensation reaction with different aldehydes and/or ketones under anhydrous conditions at room temperature afforded substituted carbomethoxy acids 5a–f. These acid ester products were saponified to the corresponding dicarboxylic acids 6a–f which are useful in the synthesis of photochromic fulgides.
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publisher Wiley
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spelling doaj-art-984f5eb23bc8412d96dd5f56b8907a932025-08-20T02:09:59ZengWileyJournal of Chemistry2090-90632090-90712013-01-01201310.1155/2013/152370152370Green Synthesis of Acid Esters from Furfural via Stobbe CondensationShubhra Banerjee0Ravibabu A. Tayade1Bhagyashree D. Sharma2Department of Chemistry, Institute of Science, R. T. Road, Nagpur 440 001, IndiaDepartment of Chemistry, Institute of Science, R. T. Road, Nagpur 440 001, IndiaDepartment of Chemistry, Institute of Science, R. T. Road, Nagpur 440 001, IndiaSolvent-free Stobbe condensation of furfural 1 with dimethyl succinate 2 under anhydrous conditions at room temperature using dry-solid potassium tertiary butoxide gave 3-carbomethoxy, 4-furyl-3-butenoic acid 3, which upon methylation followed by Stobbe condensation reaction with different aldehydes and/or ketones under anhydrous conditions at room temperature afforded substituted carbomethoxy acids 5a–f. These acid ester products were saponified to the corresponding dicarboxylic acids 6a–f which are useful in the synthesis of photochromic fulgides.http://dx.doi.org/10.1155/2013/152370
spellingShingle Shubhra Banerjee
Ravibabu A. Tayade
Bhagyashree D. Sharma
Green Synthesis of Acid Esters from Furfural via Stobbe Condensation
Journal of Chemistry
title Green Synthesis of Acid Esters from Furfural via Stobbe Condensation
title_full Green Synthesis of Acid Esters from Furfural via Stobbe Condensation
title_fullStr Green Synthesis of Acid Esters from Furfural via Stobbe Condensation
title_full_unstemmed Green Synthesis of Acid Esters from Furfural via Stobbe Condensation
title_short Green Synthesis of Acid Esters from Furfural via Stobbe Condensation
title_sort green synthesis of acid esters from furfural via stobbe condensation
url http://dx.doi.org/10.1155/2013/152370
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AT bhagyashreedsharma greensynthesisofacidestersfromfurfuralviastobbecondensation