Home Chemistry Heterocyclic Building Blocks Piperidines N-Phenylpiperidin-4-Amine
Reductive Amination: N-phenylpiperidin-4-amine can undergo reductive amination reactions with aldehydes or ketones in the presence of a reducing agent like sodium cyanoborohydride. This can be used to synthesize secondary or tertiary amines.
Arylation: The phenyl group in N-phenylpiperidin-4-amine can undergo various arylation reactions. For example, it can be arylated using aryl halides in the presence of a suitable palladium or copper catalyst.
Alkylation: The nitrogen atom in the piperidine ring can be alkylated with alkyl halides or alkylating agents. The reaction conditions may vary depending on the specific alkylating agent used.
Hofmann Rearrangement: N-phenylpiperidin-4-amine can undergo a Hofmann rearrangement when treated with hypochlorite (NaOCl) in the presence of base. This reaction can lead to the formation of primary amines.
Reduction: The phenyl group or the imine functionality of N-phenylpiperidin-4-amine can be reduced to various products, depending on the reagent used. Common reducing agents include hydrogen gas with a metal catalyst (e.g., Pd/C), sodium borohydride (NaBH4), or lithium aluminum hydride (LiAlH4).
Amidation: The amine functionality of N-phenylpiperidin-4-amine can be amidated with acyl chlorides or anhydrides to form amide derivatives.
Oxidation: The compound can be oxidized under certain conditions to form imine or iminium intermediates.
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