The best reagent for converting, 2-phenylpropanamide into 1- phenylethanamine is ____.
• This is actually a Hoffman bromamide degradation reaction.
• This reaction occurs by treating an amide with bromine in the presence of the aqueous or ethanolic solution of sodium hydroxide.
• In this reaction, migration of an alkyl or aryl group happens from the carbonyl carbon of the amide to the nitrogen atom of the same amide.
• Hence the amine formed contains one carbon less than that of the reactant amide.
• With other 3 reagents (i) excess H2/Pt (iii) NaBH4/methanol (iv) LiAlH4/ether the same mechanism does not applicable, hence they are wrong answers.
1