Fundamentals of Organic ChemistryChemistryAmines
Identify the major organic product formed in the following reaction sequence:
Correct answer
3
Step-by-step solution
The given reaction sequence is an example of the Gabriel phthalimide synthesis, which is used for the preparation of primary amines. In the first step, the phthalimide anion acts as a nucleophile and undergoes an S_N2 reaction with benzyl bromide. The nitrogen atom attacks the electrophilic benzylic carbon, displacing the bromide ion to form N-benzylphthalimide. In the second step, N-benzylphthalimide is subjected to acidic hydrolysis ( H^+ , H₂O , heat). This process cleaves the two carbon-nitrogen bonds of the im