Q8 · CSIR-NET Chemistry, June 2014

Paper: CSIR-NET June 2014 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Marks: 2 · Difficulty: Medium

The products A and B in the following reaction sequence are: Question structure 1 of 4, ABC26OR0234 Question structure 2 of 4, ABC26OR0234 Question structure 3 of 4, ABC26OR0234 Question structure 4 of 4, ABC26OR0234 B
(a)Option (a) structure 1 of 2, ABC26OR0234 B Option (a) structure 2 of 2, ABC26OR0234
(b)Option (b) structure 1 of 3, ABC26OR0234 Option (b) structure 2 of 3, ABC26OR0234 B = Option (b) structure 3 of 3, ABC26OR0234
(c)Option (c) structure 1 of 3, ABC26OR0234 Option (c) structure 2 of 3, ABC26OR0234 B = Option (c) structure 3 of 3, ABC26OR0234
(d)Option (d) structure 1 of 3, ABC26OR0234 Option (d) structure 2 of 3, ABC26OR0234 Option (d) structure 3 of 3, ABC26OR0234
Answer
Answer: A ✓ checked by 4AB · confidence high
Explanation
Hydrazine removes the phthalimide (Ing–Manske) to give the free primary amine A; heating cyclises the amine onto the methyl ester to the γ-lactam (a).

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