Abstract
The reaction of 4-methyl-5,6-dihydro-2H-pyran with acetyl nitrate to give additive and substitutive nitration products has been examined. It is shown that the addition product, 4-acetoxy-4-methyl-3-nitro-tetrahydropyran, is deacylated on treatment with bases to give an α,Β-unsaturated nitro-compound which isomerizes under the reaction conditions to a Β,γ-unsaturated nitro-compound. 4-Acetoxy-4-nitromethyltetrahydropyran behaves similarly.
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M. S. Sargsyan, S. A. Mkrtumyan, and A. A. Gevorkin, Arm. Khim. Zh.,38, 496 (1985).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 305–308, March, 1987.
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Sargsyan, M.S., Mkrtumyan, S.A. & Gevorkyan, A.A. Nitration of 4-methyl-5,6-dihydro-2H-pyran and some aspects of the preparation and isomerization of nitrodihydropyrans. Chem Heterocycl Compd 23, 253–256 (1987). https://doi.org/10.1007/BF00761978
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DOI: https://doi.org/10.1007/BF00761978