In the following reaction sequence the major product [X] is
To determine the major product [X] in the given reaction sequence, we need to understand the transformations taking place in each step.
- First, we have the reaction with NH_2OH \cdot HCl. This is a classical reagent used in the formation of oximes from carbonyl compounds. The carbonyl group (ketone) in the given compound will react with hydroxylamine (NH_2OH) to form an oxime.
- The next step involves ArSO_2Cl and pyridine. This step will convert the oxime into an intermediate which facilitates the Beckmann rearrangement. In Beckmann rearrangement, oximes are typically transformed into amides.
- On heating, the Beckmann rearrangement occurs, leading to formation of a cyclic amide (lactam) in this steroid skeleton.
- Finally, with the action of water, any hydrolysis required to stabilize or convert intermediates to final amide form will occur, giving the major product.
Based on these reactions, we deduce that the major product, [X], is the corresponding amide derivative after rearrangement, following the outlined sequence.
The correct answer is the amide as shown in the image above. This product is consistent with a Beckmann rearrangement followed by appropriate stabilizing reactions.
In exams, recognizing the reagents and their typical transformations in organic processes is crucial for quickly determining products in multistep synthesis questions.
Important Questions from Organic Synthesis
For an unambiguous single step synthesis of the following target molecule (TM), the best bond disconnection in its retrosynthetic analysis is
The major products X and Y formed in the following reaction sequences are
For the following reaction, the possible product(s) is/are
The reaction(s) that yield(s) X as the major product is (are)
The major products E and F in the following reaction sequence are
