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Which of the following transformations represents the correct reduction of an amide using LiAlH4?

1. CH3CONH2 when reduced with LiAlH4 forms CH3CH2NH2, a primary amine.
2. CH3CON(CH3)2 when treated with LiAlH4 yields CH3CH2N(CH3)2, a tertiary amine.
3. C6H5CONH2 upon reduction with LiAlH4 gives C6H5CH2NH2, a primary amine.
4. CH3CONH–CH3 reduced with LiAlH4 forms CH3CH2NHCH3, a secondary amine.

Correct answer: C6H5CONH2 upon reduction with LiAlH4 gives C6H5CH2NH2, a primary amine.

Solution

C6H5CONH2 upon reduction with LiAlH4 gives C6H5CH2NH2, a primary amine, which is the correct reduction of an amide using LiAlH4.

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