80710-25-4

Usage

Uses

Used in Recreational Drug Use:
1-Phenylpiperidin-3-ol is used as a recreational drug for its euphoric and sedative effects, despite its lack of medical approval and the serious health risks associated with its use, such as overdose and dependence.

InChI:InChI=1/C11H15NO/c13-11-7-4-8-12(9-11)10-5-2-1-3-6-10/h1-3,5-6,11,13H,4,7-9H2

Upstream product

• 14697-46-2 1,2,5-pentanetriol 
• 62-53-3 aniline 
• 98-01-1 furfural 
• 36839-03-9 1-phenyl-3-oxidopyridinium 
• 15941-41-0 3-hydroxy-1-phenylpyridinium chloride 
• 71-43-2 benzene 

Relevant academic research and scientific papers

Ruthenium catalyzed amination cyclization of 1,2,4-butanetriol with primary amines: A borrowing hydrogen strategy for 3-pyrrolidinol synthesis

A ruthenium based catalytic system ([Ru(p-cymene)Cl2]2/XantPhos with substoichiometric Cs2CO3) has been established to effectively achieve the first direct amination cyclization of 1,2,4-butanetriol with primary

Practical and regioselective amination of arenes using alkyl amines

The formation of carbon–nitrogen bonds for the preparation of aromatic amines is among the top five reactions carried out globally for the production of high-value materials, ranging from from bulk chemicals to pharmaceuticals and polymers. As a result of this ubiquity and diversity, methods for their preparation impact the full spectrum of chemical syntheses in academia and industry. In general, these molecules are assembled through the stepwise introduction of a reactivity handle in place of an aromatic C–H bond (that is, a nitro group, halogen or boronic acid) and a subsequent functionalization or cross-coupling. Here we show that aromatic amines can be constructed by direct reaction of arenes and alkyl amines using photocatalysis, without the need for pre-functionalization. The process enables the easy preparation of advanced building blocks, tolerates a broad range of functionalities, and multigram scale can be achieved via a batch-to-flow protocol. The merit of this strategy as a late-stage functionalization platform has been demonstrated by the modification of several drugs, agrochemicals, peptides, chiral catalysts, polymers and organometallic complexes.

REDUCTION OF 1-SUBSTITUTED 3-OXIDOPYRIDINIUMS

1-Substituted 3-oxidopyridiniums are smoothly reduced by sodium borohydride in ethanol to give 1-substituted 3-hydroxypiperidines but much less efficiently by lithium aluminum hydride in hot tetrahydrofuran to give mainly, 1-substituted 5-hydroxypiperid-3-eines.