JEE Main Chemistry question

The major organic product formed in the following reaction is: a cyclobutanone ring treated with (i) CH₃NH₂, then (ii) LiAlH₄, (iii) H₂O.

(A)Cyclobutane ring bearing –NHCH₃ (one relative configuration)Correct
(B)Cyclobutane ring bearing –NHCH₃ (the other relative configuration)
(C)Cyclobutane ring bearing –NHCH₃ with retained ring –OH
(D)Cyclobutane ring bearing –N(H)CH₃ with inverted stereochemistry at the ring carbon

Answer: (A)

Solution

Methylamine condenses with the ketone to form an imine (Schiff base), which LiAlH₄ then reduces (hydride delivery to the C=N carbon)

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Question ID VK-149688