Abstract
2-(Diethoxyphosphinoylmethyl)- and 2-(diethoxyphosphinoylmethyl)-5-methyl-furans react with the paraformaldehyde-hydrogen chloride system in chloroform in the presence of zinc chloride to form moderately stable 5- and 4-chloromethyl derivatives, respectively. The chloromethylanephosphonates obtained were used as alkylating agents in reactions with sodium butanethiolate, diethylamine, and morpholine. 2-(Diethoxyphosphinoylmethyl)- and 2-(diethoxyphosphinoylmethyl)-5-methyl-furan react with acetaldehyde and hydrogen chloride in the presence of zinc chloride form a complex mixture of substances. Its vacuum distillation allowed isolation of dehydrochlorination products, 2-diethoxyphosphinoylmethyl-5-vinyl-, and 2-(diethoxyphosphinoylmethyl)-5-methyl-4-vinylfurans.
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Pevzner, L.M., Zh. Obshch. Khim., 2007, vol. 77, no. 9, p. 1546.
Mnjoyan, A.L. and Aroyan, A.A., Dokl. Akad. Nauk Arm. SSR, 1957, vol. 25, p. 267.
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Original Russian Text © L.M. Pevzner, 2008, published in Zhurnal Obshchei Khimii, 2008, Vol. 78, No. 2, pp. 225–229.
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Pevzner, L.M. Chloroalkylation of (diethoxyphosphinoylmethyl)furans. Russ J Gen Chem 78, 206–209 (2008). https://doi.org/10.1134/S1070363208020096
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DOI: https://doi.org/10.1134/S1070363208020096