One pot reactions of benzaldehydes to cinnamic acids and arylpropiolic acids in aqueous medium

Bassam al-Hindawi; Mazen al-Sulaibi; Mostafa Salem; Mohamed Elshorbagy; Thies Thiemann

doi:10.3390/ecsoc-14-00471

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NITROSUBSTITUTED 1,2-PHENYLENEDIAMINES

One pot reactions of benzaldehydes to cinnamic acids and arylpropiolic acids in aqueous medium

Bassam al-Hindawi

¹,

Mazen A. M. al-Sulaibi

¹,

Mostafa Hassan Farouk Abdel Salem

²,

Mohamed Walid Elshorbagy

²,

Thies Thiemann

^{*

1}

¹ Department of Chemistry, Faculty of Science, United Arab Emirates University, PO Box 17551, Al Ain, UAE
² Faculty of Engineering, United Arab Emirates University, PO Box 17551, Al Ain, UAE

Published: 30 October 2010 by MDPI in The 14th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-14-00471

Abstract: Benzaldehydes undergo Wittig olefination with alkoxycarbonylmethylidenephosphorane in 10w% aqueous NaOH. The cinnamates are hydrolysed under the conditions and cinnamic acids are obtained after simple extractive work-up. Under the same conditions, benzaldehydes react with alkoxycarbonylbromomethylidenephosphorane to give arylpropiolic acids.

Keywords: Cinnamic acids, arylpropiolic acids, Wittig olefination, aqueous reaction medium, dehydrobromination, hydrolysis

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Bassam al-Hindawi

Mazen al-Sulaibi

Mostafa Salem

Mohamed Elshorbagy

Thies Thiemann