• Title/Summary/Keyword: Cyanomethylation

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Electrochemical Synthesis of 𝛽-Hydroxynitrile by addition of Acetonitrile into Benzyl Alcohol (벤질알코올과 아세토나이트릴의 반응을 통한 𝛽-hydroxynitrile의 전기화학적 합성)

  • Choi, Hyebin;An, Jaun;Kwon, Ki-Young
    • Applied Chemistry for Engineering
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    • v.33 no.4
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    • pp.436-439
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    • 2022
  • 𝛽-Hydroxynitrile and 𝛽-ketonitrile were synthesized by the electrochemical oxidation of benzyl alcohol in an acetonitrile solvent. 𝛽-Hydroxynitrile was prepared by the reaction between benzaldehyde from the oxidation of benzyl alcohol and acetonitrile anion which was produced from the electrochemical reduction of acetonitrile. 𝛽-Hydroxynitrile was finally electrochemically converted into 𝛽-ketonitrile by applying 20 mA of current for 3 h. We demonstrated that 𝛽-hydroxynitrile or 𝛽-ketonitrile syntheses were prepared by electrochemical oxidation of benzyl alcohol with a commonly used Pt electrode at room temperature.

Synthesis and Ring-Opening Polymerization of 1,2-Disubstituted Cyclobutanes

  • Lee, Ju-Yeon;Cho, I-Whan
    • Bulletin of the Korean Chemical Society
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    • v.7 no.3
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    • pp.210-213
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    • 1986
  • 1,1-Dicyano-2-ethoxycyclobutane (1a) was prepared by [2 + 2] cycloaddition reaction of vinylidene cyanide with ethyl vinyl ether. 1,1-Dicyano-2-phenylcyclobutane (1b) was prepared by the reactions involving the reduction of cinnamyl alcohol, chlorination, cyanomethylation, bromination, and ring-closure reaction. Compound 1a was ring-opening polymerized with NaCN or n-butyllithium to give a low molecular weight polymer. The compound 1b however, failed to polymerize by either anionic or radical catalysts.