Which of the following methods of preparation of amines will not give same number of carbon atoms in the chain of amines as in the reactant?

Reaction of nitrite with

L i A l H_{4}

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Reaction of amide with

L i A l H_{4}

followed by treatment with water.

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Heating alkyl halide with potassium salt of phthalimide followed by hydrolysis.

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Treatment of amide with bromine in aqueous solution of sodium hydroxide.

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Solution

The correct option is D Treatment of amide with bromine in aqueous solution of sodium hydroxide.
In Hoffmann Bromide degradation as the word, suggest, the amide is reduced to an amine with 1- carbon less, so this is the method in which we don't get the same number of carbon atom in product as it was in reactant.

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