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Chemistry of acetals

Communication 11. Some reactions of 3-ethoxyacrolein and 3, 3-diethoxypropionaldehyde

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

Summary

  1. 1.

    3-Ethoxyacrolein and 3-ethoxy-2-methylacrolein are low activity in condensations with ethylmagnesium bromide, isopropenylmagnesium bromide, Iotsich's complex,(ethoxycarbonylmethylene)triphenylphosphorane, and nitromethane.

  2. 2.

    3,3-Diethoxypropionaldehyde and 3,3-diethoxy-2-methylpropionaldehyde react normally with the usual Grignard reagents (ethylmagnesium bromide, 3-rnethyl-3-buten-1-ynylmagnesium bromide), with Wittig reagents [(ethoxycarbonylmethylene)triphenylphosphorane, geranylidenetriphenylphosphorane], with nitromethane, with ethynylsodium, and with 3-methyl-3-buten-l-ynylsodium, and this makes it possible to synthesize various bifunctional compounds (aldo acids, nitro aldehydes, hydroxy aldehydes, etc.).

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Literature cited

  1. L. A. Yanovskaya and V. F. Kucherov, Izv. AN SSSR. Otd. khim. n. 1962, 667.

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Yanovskaya, L.A., Kucherov, V.F. & Kovalev, B.G. Chemistry of acetals. Russ Chem Bull 11, 623–629 (1962). https://doi.org/10.1007/BF00904764

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  • DOI: https://doi.org/10.1007/BF00904764

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