Conclusions
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1.
An equimolar mixture of acrylonitrile and methanol, in the presence of 1% of diethylamine, at high pressure (4000–12,000 kgf/cm2), reacts to give mainly β-methoxypropionitrile; at atmospheric pressure this reaction proceeds slowly.
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2.
At a pressure of 12,000–14,000 kgf/cm2 the methanol adds to β-methoxypropionitrile to give the methyl ester of β-methoxyiminopropionic acid.
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3.
A polymer is obtained from an equimolar mixture of acrylonitrile and methanol at a pressure of 14,000 kgf/cm2, predominantly via condensation that involves themethyl ester of β-methoxyiminopropionic acid.
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Literature cited
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Translated from Investiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 1896–1899, August, 1977.
The authors express their gratitude to O. S. Chizhov, B. M. Zolotarev, and A. S. Shashkov for taking and interpreting the mass and13C NMR spectra.
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Zhulin, V.M., Volchek, S.I. Transformations of acrylonitrile under conditions for synthesis of sym-triazines from aliphatic nitriles at high pressures. Russ Chem Bull 26, 1759–1762 (1977). https://doi.org/10.1007/BF00925198
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DOI: https://doi.org/10.1007/BF00925198