Home Chemistry Heterocyclic Building Blocks Pyridines Pyridin-4-Ylmethanol
Substitution Reactions: The hydroxyl group in pyridin-4-ylmethanol can undergo substitution reactions, where it is replaced by another functional group or atom. For instance, it can undergo esterification to form pyridin-4-ylmethyl esters or acylation to form pyridin-4-yl ketones.
Oxidation: Pyridin-4-ylmethanol can be oxidized to form the corresponding aldehyde (pyridine-4-carbaldehyde) or carboxylic acid (pyridine-4-carboxylic acid), depending on the conditions and reagents used. Common oxidizing agents for alcohols include chromic acid or potassium permanganate (KMnO4).
Reduction: Conversely, pyridin-4-ylmethanol can be reduced to form pyridin-4-ylmethylamine using reducing agents such as lithium aluminum hydride (LiAlH4) or sodium borohydride (NaBH4).
Nucleophilic Substitution: The pyridine ring can undergo nucleophilic substitution reactions at various positions, depending on the reagents and reaction conditions. For example, it can react with alkyl halides in the presence of a base to form N-alkylpyridinium salts.
Ring Closure Reactions: Pyridin-4-ylmethanol can participate in ring closure reactions to form heterocyclic compounds. For instance, it can undergo cyclization with appropriate reagents to form tetrahydropyridines or other nitrogen-containing heterocycles.
Condensation Reactions: It can participate in condensation reactions, such as the Mannich reaction, where it reacts with formaldehyde and a primary amine to form β-amino alcohols.
Alkylation/Acylation: The pyridine nitrogen can undergo alkylation or acylation reactions to introduce various substituents onto the nitrogen atom.
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