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In reduction of carboxylic acid with $$\ce{LiAlH_4}$$ the first step is deprotonation.

But in the mechanism of reduction of amide with $$\ce{LiAlH_4}$$ (here), the first step is addition of hydride on carbonyl group. But whyWhy doesn't the hydride ion abstract a proton from $$\ce{-NH2}$$? Since acid base reactions are faster than nucleophilic addition.

In the mechanism of reduction of amide with $$\ce{LiAlH_4}$$ (here), the first step is addition of hydride on carbonyl group. But why doesn't the hydride ion abstract a proton from $$\ce{-NH2}$$? Since acid base reactions are faster than nucleophilic addition.

In reduction of carboxylic acid with $$\ce{LiAlH_4}$$ the first step is deprotonation.

But in the mechanism of reduction of amide with $$\ce{LiAlH_4}$$ (here), the first step is addition of hydride on carbonyl group. Why doesn't the hydride ion abstract a proton from $$\ce{-NH2}$$? Since acid base reactions are faster than nucleophilic addition.

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In the mechanism of reduction of amide with LiALH4$$\ce{LiAlH_4}$$ (here), the first step is addition of hydride on carbonyl group. But why doesn't the hydride ion abstract a proton from NH2$$\ce{-NH2}$$? Since acid base reactions are faster than nucleophilic addition.

In the mechanism of reduction of amide with LiALH4 (here), the first step is addition of hydride on carbonyl group. But why doesn't the hydride ion abstract a proton from NH2? Since acid base reactions are faster than nucleophilic addition.

In the mechanism of reduction of amide with $$\ce{LiAlH_4}$$ (here), the first step is addition of hydride on carbonyl group. But why doesn't the hydride ion abstract a proton from $$\ce{-NH2}$$? Since acid base reactions are faster than nucleophilic addition.

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# Reduction of amide with LiAlH4

In the mechanism of reduction of amide with LiALH4 (here), the first step is addition of hydride on carbonyl group. But why doesn't the hydride ion abstract a proton from NH2? Since acid base reactions are faster than nucleophilic addition.