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Studies in the furan series

XLVIII. Alkylation and dimerization of 2-furylacetonitrile

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Alkylation of 2-furylacetonitrile with alkylhalides is a convenient method for the synthesis of monoand di-α-substituted 2-furylacetic acids. Alkylation is accompanied by hydrolysis of the 2-furylacetonitrile to 2-furylacetic acid, and by dimerization to β-amino-α,γ-di-(2-furyl)-crotononitrile. The latter is also obtained by reaction of 2-furylacetonitrile with phenylmagnesium bromide, phenyl furfuryl ketone being obtained in only insignificant amounts. The ketone is also formed by the reaction of 2-furylacetyl chloride with diphenylcadmium.

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References

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Authors and Affiliations

  1. Moscow State University, USSR

    K. Yu. Novitskii, Kh. Gresl, O. V. Lyubinskaya & T. A. Pershina

Authors
  1. K. Yu. Novitskii
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  2. Kh. Gresl
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  3. O. V. Lyubinskaya
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  4. T. A. Pershina
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Additional information

For part XLVII, see [1]

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Novitskii, K.Y., Gresl, K., Lyubinskaya, O.V. et al. Studies in the furan series. Chem Heterocycl Compd 5, 308–312 (1969). https://doi.org/10.1007/BF00471131

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  • DOI: https://doi.org/10.1007/BF00471131

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