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Conversion to ketones using Grignard reagents

  • Page ID
    5369
  • Grignard reagents can attack the electophillic carbon in a nitrile to form an imine salt. This salt can then be hydrolyzed to become a ketone. 

    General Reaction

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    Example

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    Mechanism

    1) Nucleophilic Attack by the Grignard Reagent

     

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    2) Protonation

     

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    3) Protonation

     

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    4) Nucleophilic attack by water

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    5) Proton Transfer

     

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    6)  Leaving group removal

     

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    7) Deprotonation

     

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    Contributors

    Prof. Steven Farmer (Sonoma State University)