Abstract
A new reaction of triethyl orthoformate with ethyl butyrate has been revealed. It afforded diethoxymethyl butanoate and its hydrated form, 1-(diethoxymethoxy)butane-1,1-diol. Analogous reaction of trialkyl orthoformate with alkyl formate formed as the second product in the classical acetalization of carbonyl compounds is likely to limit the formation of target acetal (autoinhibitory effect).
REFERENCES
Vol’eva, V.B., Varfolomeev, S.D., Komissarova, N.L., Ryzhakova, A.V., Ovsyannikova, M.N., Koverzanova, E.V., Makarov, G.G., Usmanov, R.A., and Gumerov, F.M., Analitika, 2017, no. 2, p. 30. https://doi.org/10.22184/2227-572X.2017.33.2.30.35
Chichibabin, A.E., Osnovnye nachala organicheskoi khimii (Basic Principles of Organic Chemistry), Sergeev, P.G. Ed., Moscow: GNTIKhL, 1953, vol. 1, p. 233.
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Volʼeva, V.B., Komissarova, N.L., Kurkovskaya, L.N. et al. New Reactions of Ortho Esters. Russ J Org Chem 56, 538–539 (2020). https://doi.org/10.1134/S1070428020030276
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DOI: https://doi.org/10.1134/S1070428020030276