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Conversion of Amides into Amines with LiAlH4

  • Page ID
    5891
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    Introduction

    Amides can be converted to 1°, 2° or 3° amines using LiAlH4.

    General Reaction

    1.jpg

    Example 1: Amide Reductions

    2.jpg

    Alkyl groups attached to the nitrogen do not affect the reaction.

    3.jpg

    Mechanism

    1) Nucleophilic attach by the hydride

    4.jpg

    2) Leaving group removal

    5.jpg

    3) Nucleophilic attach by the hydride

    6.jpg

    Contributors

    Prof. Steven Farmer (Sonoma State University)


    Conversion of Amides into Amines with LiAlH4 is shared under a CC BY-NC-SA 4.0 license and was authored, remixed, and/or curated by LibreTexts.

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