4-(4-Methyl-benzyl)-piperidine

Base Information

• Chemical Name: 4-(4-Methyl-benzyl)-piperidine
• CAS No.: 92822-01-0
• Molecular Formula: C13H19 N
• Molecular Weight: 189.301
• Hs Code.: 2933399090
• European Community (EC) Number: 819-403-5
• DSSTox Substance ID: DTXSID10391916
• Nikkaji Number: J1.126.660F
• Wikidata: Q82189720
• Mol file: 92822-01-0.mol

Synonyms:4-(4-methylbenzyl)piperidine;92822-01-0;4-(4-Methyl-benzyl)-piperidine;4-[(4-methylphenyl)methyl]piperidine;4-(4-methylbenzyl)-piperidine;SCHEMBL4245166;DTXSID10391916;WOOPTEWYQWYUGW-UHFFFAOYSA-N;AMY41526;4-[(4methylphenyl)methyl]piperidine;MFCD05189925;AKOS009157498;AB21597;CS-0106051;FT-0711672;EN300-132138;Z969111170

Chemical Property of 4-(4-Methyl-benzyl)-piperidine

Chemical Property:

• Vapor Pressure: 0.00124mmHg at 25°C
• Refractive Index: 1.525
• Boiling Point: 298.9°C at 760 mmHg
• PKA: 10.60±0.10(Predicted)
• Flash Point: 137.5°C
• PSA: 12.03000
• Density: 0.96g/cm³
• LogP: 2.86590
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 189.151749610
• Heavy Atom Count: 14
• Complexity: 153

Purity/Quality:

98%Min ^*data from raw suppliers

4-(4-Methyl-benzyl)-piperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)CC2CCNCC2

Technology Process of 4-(4-Methyl-benzyl)-piperidine

There total 8 articles about 4-(4-Methyl-benzyl)-piperidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1-benzyl-4-(4-methylbenzylidene)piperidine (242487-87-2) → 4-[(4methylphenyl)methyl]piperidine (92822-01-0)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethanol; at 20 ℃; for 15h; under 2585.74 Torr;

DOI:10.1021/jm030483s

Reference yield:

α-(4-methylphenyl)-4-pyridinemethanol (33974-28-6) → 4-[(4methylphenyl)methyl]piperidine (92822-01-0)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; for 16h;

DOI:10.1021/jm990148x

Reference yield:

pyridine-4-carbaldehyde (872-85-5) → 4-[(4methylphenyl)methyl]piperidine (92822-01-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 75 min, 2.) THF, hexane, from -78 deg C to -20 deg C, 2 h

2: 11.2 g / H₂, conc. HCl / 20 percent Pd/C / methanol / 16 h

With hydrogenchloride; n-butyllithium; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jm990148x

upstream raw materials:

1-benzyl-4-(4-methylbenzylidene)piperidine

α-(4-methylphenyl)-4-pyridinemethanol

pyridine-4-carbaldehyde

para-bromotoluene

Downstream raw materials:

4-(4-methylbenzyl)-1-but-3-ynylpiperidine

4-(4-Methylbenzyl)-1-(2-(2-hydroxynaphth-6-oxy)ethyl)piperidine

4-(-4-Methylbenzyl)-1-(2-(4-methylaminophenoxy)ethyl)piperidine

Refernces

• 1、 McCauley, John A.,Theberge, Cory R.,Romano, Joseph J.,Billings, Susan B.,Anderson, Kenneth D.,Claremon, David A.,Freidinger, Roger M.,Bednar, Rodney A.,Mosser, Scott D.,Gaul, Stanley L.,Connolly, Thomas M.,Condra, Cindra L.,Xia, Menghang,Cunningham, Michael E.,Bednar, Bohumil,Stump, Gary L.,Lynch, Joseph J.,Macaulay, Alison,Wafford, Keith A.,Koblan, Kenneth S.,Liverton, Nigel J.. "NR2B-Selective N-Methyl-D-aspartate Antagonists: Synthesis and Evaluation of 5-Substituted Benzimidazoles". . p. 2089 - 2096. Retrieved 2007/10/03.
• 2、 Wright, Jon L.,Gregory, Tracy F.,Bigge, Christopher F.,Boxer, Peter A.,Serpa, Kevin,Meltzer, Leonard T.,Wise, Lawrence D.,Cai, Sui Xiong,Hawkinson, Jon E.,Konkoy, Christopher S.,Whittemore, Edward R.,Woodward, Richard M.,Zhou, Zhang-Lin. "Subtype-selective N-methyl-D-aspartate receptor antagonists: Synthesis and biological evaluation of 1-(arylalkynyl)-4-benzylpiperidines". . p. 2469 - 2477. Retrieved 2007/10/03.