In the following synthesis of an amine, determine whether the reagents selected

Question

In the following synthesis of an amine, determine whether the reagents selected are anticipated to work well, poorly, or not at all. Select the correct statement.

In the following synthesis of an amine, determine whether the reagents selected are anticipated to work well, poorly, or not at all. Select the correct statement. 1. KCN, EtOH CH3CH2CH2CH2Cl CH3CH2CH2CH2NH2 2. LiAlH4, ether O Poorly, Cl is not a good leaving group and should be replaced with a Br O Not at all. This sequence adds one extra carbon to the chain O Well. KCN is a good nucleophile and LiAIH4 reduces nitriles readily to amines

Explanation / Answer

Correct answer : option B

In the first step , -Cl will be replaced by -CN. Then it is reduced with LiAlH4, -CH2NH2 will form. Overall rection will result in introduction of one extra carbon to the chain.

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