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Esters can be reduced to 1° alcohols using \(LiAlH_4\)

  • Page ID
    5919
  • Esters can be converted to 1o alcohols using LiAlH4, while sodium borohydride (\(NaBH_4\)) is not a strong enough reducing agent to perform this reaction. 

    General Reaction

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    Example 1:
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    Mechanism

    1) Nucleophilic attack by the hydride

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    2) Leaving group removal

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    3) Nucleopilic attack by the hydride anion

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    4) The alkoxide is protonated

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    Contributors

    Prof. Steven Farmer (Sonoma State University)