The major product formed in the following reaction is

F1 Madhuri Teaching 08.02.2023 D6

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Detailed Solution

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Concept:

  • Methyl amine (MeNH2) can act as a base as well as the nucleophile.  
  • if substrate has acidic proton, it will preferably act as the base and abstracts the most acidic proton.
  • the H is considered acidic if the negative charge formed after  its abstraction can be stabilized by conjugation or presence of some electronegative atom.

 

Explanation:

  • In the first step, Methyl amine will abstract the most acidic proton attached to N in 5-membered ring.

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          The generated negative charge is resonance stablized.

 

  • In the next step, negative charge will move to C and will substitute Br- to form 3 membered ring (SN2).

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  • Next step will follow up with  nucleophillic attack of another methylamine molecule at electrophillic carbon centre of Carbonyl bond.

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  • Finally, the back conjugation of negative change on O, will facilitate the breaking of  3-membered ring (which is unstable) in such a way that the aromaticity of 5-membered ring is regained.

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Conclusion:

The final product of the reaction is :

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