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One pot reactions of benzaldehydes to cinnamic acids and arylpropiolic acids in aqueous medium
Published: 30 October 2010 by MDPI in The 14th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis
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