Which of the following methods of preparing of amines will give same number of carbon atoms in the chain of amines as in the reactant?

Options

A. Reaction of nitrile with `LiAlH_(4)`
B. Reaction of amide with `LiAlH_(4)` followed by treatment with water
C. Heating alkylhalide with potassium salt of phthalimide followed by hydrolysis
D. Treatment of amide with bromine in aqueous solution of sodium hydroxide

Answer

D

Explanation

Aliphatic and arylalkyl primary amines can be easily prepared by the reduction of the corresponding nitriles with `LiAlH_(4)`
`underset("Alkynitrile")(R- C-= N) or underset("Arynitrile")(Ar- C -= N) overset(LiAlH_(4))rarr RCH_(2) underset(1^(@)"amine")(NH_(2)) or ArCH_(2)NH_(2)`
Primary, secondary and tertiary amine can be prepared by reduction of amide with `LiAlH_(4)` followed by treatment with water
`underset(1^(@)"amide")(CONH_(2)) underset((ii) H_(2)O)overset((i)LiAlH_(4)//"ether")rarr R- CH_(2)- NH_(2)`
Heating alkyl halide with potassium salt of phthalimide followed by hydrolysis produces primary amine. This process is known as Gabriel phthalimide reaction. The number of carbon atoms in the chain of amines of product is same as reactant