420137-09-3

Basic information

• Product Name: 2-(4-METHOXY-BENZYL)-PIPERIDINE HYDROCHLORIDE
• Synonyms: 2-(4-METHOXY-BENZYL)-PIPERIDINE HYDROCHLORIDE
• CAS NO: 420137-09-3
• Molecular Formula: C13H20ClNO
• Molecular Weight: 241.757
• Mol File: 420137-09-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-METHOXY-BENZYL)-PIPERIDINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-METHOXY-BENZYL)-PIPERIDINE HYDROCHLORIDE(420137-09-3)
• EPA Substance Registry System: 2-(4-METHOXY-BENZYL)-PIPERIDINE HYDROCHLORIDE(420137-09-3)

Safety Data

• Hazardous Substances Data: 420137-09-3(Hazardous Substances Data)

Usage

Type of compound

Piperidine derivative

Use

Intermediate in the synthesis of pharmaceutical drugs, key ingredient in the preparation of various drugs, used in chemical research and development

Form

Hydrochloride salt, more stable and has greater solubility in water

Safety precautions

Potential health hazards, should be handled with proper safety measures.

InChI:InChI=1/C13H19NO.ClH/c1-15-13-7-5-11(6-8-13)10-12-4-2-3-9-14-12;/h5-8,12,14H,2-4,9-10H2,1H3;1H

Upstream product

• 1239691-86-1 C₁₈H₂₇NO₃ 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 1121-60-4 pyridine-2-carbaldehyde 
• 27805-39-6 (4-methoxyphenyl)(pyridin-2-yl)methanol 
• 35854-45-6 2-<(4-Methoxyphenyl)methyl>pyridine 

Relevant articles and documents

On the scope of Pd-catalyzed carboamination reactions - Synthesis of 2,4-disubstituted pyrrolidines and 2-substituted piperidines and morpholines

The scope of the palladium-catalyzed carboamination reaction for the synthesis of 2-substituted pyrrolidines, piperidines, and morpholines was investigated. Formation of a 2,4-disubstituted pyrrolidine proceeded in high yield but with a diastereoisomeric ratio of only 2:5, favoring the cis-isomer. The diastereoselectivity is hence significantly smaller than that observed previously in the formation of 2,3- and 2,5-disubstituted pyrrolidines. The yields of substituted piperidines and morpholines were lowered by competing Heck arylation reactions. Both the N-substituent and the choice of phosphine ligand for the palladium-catalyzed reaction were determining for the outcome. The scope of the palladium-catalyzed carboamination reaction for the synthesis of 2-substituted pyrrolidines, piperidines, and morpholines was investigated.

Convenient, benign and scalable synthesis of 2- and 4-substituted benzylpiperidines

A short, scalable and environmentally benign synthesis of 2- and 4-substituted benzylpiperidines has been developed. The method is based on the temperature-programmed consecutive deoxygenation and heteroaromatic ring saturation of aryl(pyridin-2-yl)- and aryl(pyridin-4-yl)methanols and aryl(pyridin-4-yl)methanones in the presence of Pd/C catalyst. The crucial roles of the temperature, the acidity and the substrate structure in the change of selectivity have been demonstrated by isolation of several substituted aryl(piperidine)methanols. The carbinols and ketones were prepared from commercially available pyridinecarbaldehydes or 4-cyanopyridine and substituted bromobenzenes via organometallic intermediates. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.