Home Chemistry Heterocyclic Building Blocks Piperidines N-Benzylpiperidin-4-Amine
Alkylation: N-Benzylpiperidin-4-amine can undergo N-alkylation reactions with alkyl halides or alkylating agents to form N-alkylated derivatives. For example, treating it with an alkyl halide like methyl iodide could lead to the formation of N-methyl-N-benzylpiperidin-4-amine.
Acylation: It can react withacyl chlorides
oranhydrides
to form amides. For instance, reacting it with acetyl chloride would yield N-benzyl-4-piperidinylacetamide.
Reductive Amination: N-Benzylpiperidin-4-amine can undergo reductive amination reactions with carbonyl compounds and reducing agents like sodium cyanoborohydride to form secondary amines. This can be used for various modifications of the amine group.
Hoffmann Rearrangement: When treated with bromine or chlorine and base, N-Benzylpiperidin-4-amine can undergo the Hoffmann rearrangement to form a primary amine with one less carbon atom. For example, treatment with bromine and sodium hydroxide could produce N-benzylpiperidin-3-amine.
Oxidation: It can be oxidized to form various oxidation products, depending on the reagent and conditions used. For instance, oxidation with strong oxidizing agents like potassium permanganate could lead to the formation of piperidone derivatives.
Reduction: N-Benzylpiperidin-4-amine can be reduced using reducing agents like sodium borohydride to convert it to the corresponding piperidine derivative.
Heterocycle Formation: Depending on the reaction conditions, it might participate in various heterocycle-forming reactions, such as cyclization reactions to form fused or spirocyclic compounds.
Nucleophilic Substitution: The amine group in N-Benzylpiperidin-4-amine can act as a nucleophile and undergo nucleophilic substitution reactions with electrophiles.
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N-(2-Ethoxybenzyl)-2,2,6,6-tetramethylpiperidin-4-amine
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4-(4-Fluorobenzylamino)-1-methylpiperidine
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