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Reaction of acetylacetone with diethylphosphorous acid

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

The reaction of equimolar amounts of acetylacetone and diethylphosphorous acid at room temperature in the presence of sodium alcoholate gives the diethyl ester of 1-methyl-1-hydroxy-3-ketobutylphosphonic acid. When heated or when treated with water-removing agents the latter cleaves water with the formation of the diethyl ester of 1-methyl-3-keto-1-buten-1-yl-phosphonicacid. The reaction of two moles of diethyl-phosphorous acid with one mole of acetylacetone under the same conditions gave 2-oxo-2-ethoxy-3,5-dimethyl-3-hydroxy-5-diethoxyphosphono-1-oxa-2-phospholane.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2757–2761, December, 1971.

We wish to thank T. A. Zyablikova and É. I. Gol'dfarb, co-workers at the A. E. Arbuzov Institute of Organic and Physical Chemistry of the Academy of Sciences of the USSR, for taking the NMR spectra.

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Arbuzov, B.A., Bogonostseva, N.P., Vinogradova, V.S. et al. Reaction of acetylacetone with diethylphosphorous acid. Russ Chem Bull 20, 2614–2617 (1971). https://doi.org/10.1007/BF00853635

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  • DOI: https://doi.org/10.1007/BF00853635

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