All Exams Test series for 1 year @ ₹349 only
Question

The major product formed in the following reaction is

The correct answer is

The given reaction involves the reaction of ethyl acetoacetate with benzaldehyde and ammonia in ethanol at pH 8.5. This is a classic example of the Knoevenagel condensation, followed by cyclization involving ammonia, which typically yields a heterocyclic compound.

Here is a step-by-step breakdown of the reaction:

  1. Knoevenagel Condensation:
    • The reaction begins with the condensation of benzaldehyde with one equivalent of ethyl acetoacetate. Under basic conditions, the active methylene group of ethyl acetoacetate is deprotonated, which then attacks the carbonyl carbon of benzaldehyde.
    • This step forms an intermediate alkene through the Knoevenagel condensation.
  2. Ammonia Reaction:
    • Ammonia acts as a nucleophile that can attack the electrophilic sites formed after condensation. This promotes further reaction leading towards ring formation.
  3. Cyclization:
    • The reaction proceeds through cyclization, leading to the formation of a heterocyclic compound. In this scenario, given the reagents, it is likely to be a quinoline derivative.

The major product corresponds to the compound is

Conclusion: The correct major product formed in this reaction is a quinoline derivative, typically formed through a sequence of condensation and cyclization steps in slightly basic conditions.

Was this answer helpful?

Important Questions from Organic Transformations and Reagents

  1. The presence of unsaturation in an organic compound can be detected by

  2. Which of the following boron compounds is used as a reducing agent in organic synthesis?

  3. In elimination reaction of sec-Butyl trimethylammonium hydroxide, major product formed would be ________.

  4. Find out the suitable products in the following Grignard reaction:

     

  5. What will be the product in the following reaction ?

     

Need Expert Advice?

Start Your Preparation with Prepp Mobile App

Download the app from Google Play & App Store
Download the app from Google Play & App Store
Prepp Mobile App