Engineering
Chemistry
Preparation of Amines
Reduction
Nucleophilic addition
Question
What is the best reagent to convert nitrile to primary amine?
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Solution
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Nitriles can be converted to 1° amines by reaction with LiAlH4. During this reaction the hydride nucleophile attacks the electrophilic carbon in the nitrile to form an imine anion. Once stabilized by a Lewis acid-base complexation the imine salt can accept a second hydride to form a dianion. The dianion can then be converted to an amine by addition of water.