Fundamentals of Organic ChemistryChemistryAmines
Identify the major organic product formed in the following reaction sequence. (i) (ii) H ⁺, H ₂ O , heat
Correct answer
2
Step-by-step solution
The given reaction is an example of Gabriel phthalimide synthesis. In the first step, the nucleophilic phthalimide anion undergoes an S_N2 reaction with benzyl bromide to form N-benzylphthalimide. In the second step, acidic hydrolysis of N-benzylphthalimide with H ⁺ , H ₂ O and heat cleaves the imide bonds. This hydrolysis yields phthalic acid and benzylamine ( C ₆ H ₅ CH ₂ NH ₂ ) as the primary amine product. Answer: