54436-59-8

Basic information

• Product Name: 1-Benzyl-3-chloro-piperidine
• Synonyms: 1-Benzyl-3-chloro-piperidine
• CAS NO: 54436-59-8
• Molecular Formula: C₁₂H₁₆ClN
• Molecular Weight: 209.71514
• Mol File: 54436-59-8.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Benzyl-3-chloro-piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyl-3-chloro-piperidine(54436-59-8)
• EPA Substance Registry System: 1-Benzyl-3-chloro-piperidine(54436-59-8)

Safety Data

• Hazardous Substances Data: 54436-59-8(Hazardous Substances Data)

Usage

Description

1-Benzyl-3-chloro-piperidine is a chemical compound with the molecular formula C15H20ClN. It is a piperidine derivative that contains a benzyl group and a chlorine atom attached to the piperidine ring. 1-Benzyl-3-chloro-piperidine is often used in the synthesis of pharmaceuticals and research chemicals, and has been studied for its potential pharmacological properties, including its potential as a central nervous system depressant and its ability to bind to certain biological receptors. It is considered a valuable building block in the creation of new drugs and chemical compounds.

Uses

Used in Pharmaceutical Synthesis:
1-Benzyl-3-chloro-piperidine is used as a key intermediate in the synthesis of various pharmaceuticals for its potential pharmacological properties.
Used in Research Chemicals:
It is used as a research chemical to study its potential as a central nervous system depressant and its ability to bind to certain biological receptors.
Used in Drug Development:
1-Benzyl-3-chloro-piperidine is used as a valuable building block in the creation of new drugs and chemical compounds, contributing to the advancement of medicinal chemistry.
Safety Note:
It is important to handle 1-Benzyl-3-chloro-piperidine with caution and follow proper safety protocols due to its potential hazards.

Upstream product

• 53912-80-4 (S)-N-benzylprolinol 
• 285-76-7 1-azabicyclo[3.1.0]hexane 
• 100-44-7 benzyl chloride 
• 54436-58-7 N-benzylpent-4-en-1-amine 
• 1119-51-3 bromopentene 
• 100-46-9 benzylamine 
• 54436-55-4 C₁₂H₁₆ClN 

Downstream Products

• 651024-26-9 1-[(1-benzylpyrrolidin-2-yl)methyl]-1H-pyrrolo[2,3-b]pyridine 

Relevant articles and documents

Directed Copper-Catalyzed Intermolecular Aminative Difunctionalization of Unactivated Alkenes

A diverse collection of copper-catalyzed intermolecular aminative difunctionalizations of unactivated alkenes with N-halodialkylamines as the terminal dialkylamino source is reported. A bidentate auxiliary tethered on the alkene substrates is crucial, which can promote the migratory insertion of nonactivated alkenes into the aminyl radical-metal complex and stabilize the resultant high-valent copper intermediate to allow for further transformations. By employing this strategy, the intermolecular aminohalogenation reactions and a three-component aminoazidation reaction of unactivated alkenes with dialkylamino source were successively achieved in a remarkable regio- and stereoselective manner. These reactions were performed under neutral conditions and maintained excellent functional group tolerance toward a wide range of N-halodialkylamines and unactivated alkenes. Further mechanistic studies and DFT calculations supported a concerted migratory insertion of the C-C double bond into the aminyl radical-metal complex to form a Cu(III) intermediate.

One-pot preparation of 3-chloropiperidine compounds via Cu(II)-promoted intramolecular chloroamination of unfunctionalized olefins

3-Chloropiperidine compounds were obtained via Cu(II)-promoted one-pot intramolecular chloroamination of N-benzyl-4-penten-1-amines and subsequent rearrangement. The reaction conditions leading to this skeleton were studied, and the structure of the product was confirmed by NMR as well as X-ray diffraction experiments.

Synthesis and reaction of 1-azabicyclo[3.1.0]hexane

The effective formation of 1-azabicyclo[3.1.0]hexane (5) by treatment of 2-(bromomethyl)pyrrolidine hydrobromide (4) with n-BuLi was established, with the reaction occurring by a rational reaction pathway via the open chain transition state 8 based on int