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Chemistry LibreTexts

Conversion of Amides into Amines with LiAlH4

Introduction

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

General Reaction

 

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Example 1: Amide Reductions

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

 

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Mechanism

 

1) Nucleophilic attach by the hydride

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2) Leaving group removal

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3) Nucleophilic attach by the hydride

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Contributors

Prof. Steven Farmer (Sonoma State University)