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Synthesis of aliphatic alcohols from thiophene and its homologs

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

Summary

  1. 1.

    The following thiophene derivatives were prepared: 5-methyl-2-thienyl 2-thienyl ketone, 5-methyl-2,2'-methylenedithiophene, 5-(5-methyl-2-thenyl)-2-thiophenecarboxaldehyde, 5-butyl-2-thiophenecarboxal-dehyde, 5-tert-butyl-2-methyl- or 2-tert-butyl-5-methyl-3-thiophenecarboxaldehyde, 2,5-di-tert-butyl-3-thiophenecarboxaldehyde.

  2. 2.

    By the action of Raney nickel of 5-methyl-2-thienyl 2-thienyl ketone, 5-(5-methyl-2-thenyl)-2-thiophenecarboxaldehyde, 5-butyl-2-thiophenecarboxaldehyde, 5-tert-butyl-2-methyl- or 2-tert-butyl-5methyl-3-thiophenecarboxaldehyde, 2,5-di-tert-butyl-3-thiophenecarboxaldehyde, and 5-tert-butyl-2-thio phenecarboxaldehyde we were able to prepare the following aliphatic alcohols: 5-decanol, 1-undecanol, 1-nonanol, 5,5-dimethyl-2-ethyl- l-hexanol (or.4,4-dimethyl-2-propyl-l-pentanol), 5,5-dimethyl-2-neopentyl1-hexanol, and 6,6-dimethyl-l-heptanol.

  3. 3.

    An attempt to bring about the hydrogenolysis of 2,5-di-tert-butyl-3-thienyl methyl ketone over Raney nickel W-5 did not give the desired results.

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Author's Certificate No. 100, 411 (April 19, 1955).

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Goldfarb, Y.L., Konstantinov, P.A. Synthesis of aliphatic alcohols from thiophene and its homologs. Russ Chem Bull 5, 1013–1019 (1956). https://doi.org/10.1007/BF01166418

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  • DOI: https://doi.org/10.1007/BF01166418

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