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The problem of synthesizing 5-propionyl-2-thiophene aldehyde

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

5-Propionyl-2-thiophene aldehyde, mp 101–101. 5°, is synthesized by two routes, from 2-propiothienone, and from 2-thiophene aldehyde, and its structure is confirmed by oxidation to 5-propionyl-2-thiophene carboxylic acid and thiophene-2, 5-dicarboxylic acid. The fact that 2-acetals and 2-ketals of the thiophene series are metallated only at position 5 in the ring by n-butyllithium is confirmed. Attempts to synthesize 5-propionyl-2-thiophene aldehyde by a method given by Janda and Dvorak [1, 2] were unsuccessful.

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References

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Authors and Affiliations

  1. Zelenskii Institute of Organic Chemistry AS USSR, Moscow

    B. P. Fabrichnyi, Yu. B. Vol'kenshtein, V. I. Rogovik, I. B. Karmanova & Ya. L. Gol'dfarb

Authors
  1. B. P. Fabrichnyi
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  2. Yu. B. Vol'kenshtein
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  3. V. I. Rogovik
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  4. I. B. Karmanova
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  5. Ya. L. Gol'dfarb
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Fabrichnyi, B.P., Vol'kenshtein, Y.B., Rogovik, V.I. et al. The problem of synthesizing 5-propionyl-2-thiophene aldehyde. Chem Heterocycl Compd 1, 336–340 (1966). https://doi.org/10.1007/BF00473803

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