2-(Piperidin-1-ylmethyl)phenol

Base Information

• Chemical Name: 2-(Piperidin-1-ylmethyl)phenol
• CAS No.: 4764-13-0
• Molecular Formula: C12H17NO
• Molecular Weight: 191.273
• DSSTox Substance ID: DTXSID50902848
• Nikkaji Number: J891.646B
• ChEMBL ID: CHEMBL3138959
• Mol file: 4764-13-0.mol

Synonyms:2-(1-piperidinylmethyl)phenol

Chemical Property of 2-(Piperidin-1-ylmethyl)phenol

Chemical Property:

• Vapor Pressure: 0.000882mmHg at 25°C
• Boiling Point: 295.1°C at 760 mmHg
• Flash Point: 133.9°C
• Density: 1.097g/cm³
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 191.131014166
• Heavy Atom Count: 14
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(CC1)CC2=CC=CC=C2O

Technology Process of 2-(Piperidin-1-ylmethyl)phenol

There total 15 articles about 2-(Piperidin-1-ylmethyl)phenol 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: 95.0%

piperidine (110-89-4) + salicylaldehyde (90-02-8) → 2-(N-piperidinylmethyl)phenol (4764-13-0)

Guidance literature:

With platinum; hydrogen; In ethanol; at 80 ℃; for 3h; under 750.075 Torr; Green chemistry;

DOI:10.1039/c5ra12299f

Reference yield: 84.0%

piperidine (110-89-4) + o-dimethylaminomethylphenol methylammonium iodide (26753-12-8) → 2-(N-piperidinylmethyl)phenol (4764-13-0)

Guidance literature:

With sodium hydroxide; at 80 ℃; for 1h; pH=12;

DOI:10.1021/jo0006627

Reference yield: 80.0%

N-(methoxymethyl)piperidine (18811-61-5) + 2-hydroxyphenyl boronic acid (89466-08-0) → 2-(N-piperidinylmethyl)phenol (4764-13-0)

Guidance literature:

With [2,2]bipyridinyl; copper(I) bromide; In 1,2-dichloro-ethane; at 70 ℃; for 2h; Sealed tube;

DOI:10.1016/j.tet.2015.05.068

upstream raw materials:

piperidine

salicylaldehyde

formaldehyd

phenol

Downstream raw materials:

salicylic alcohol

(2,6-Dimethyl-phenyl)-carbamic acid 2-piperidin-1-ylmethyl-phenyl ester

Refernces

• 1、 Kim, Seoksun,Hong, Soon Hyeok. "Ruthenium-Catalyzed Aminomethylation and Methylation of Phenol Derivatives Utilizing Methanol as the C1 Source". . p. 798 - 810. Retrieved 2017/03/11.
• 2、 Wu, Junjie,Lu, Shuanglong,Ge, Danhua,Gu, Hongwei. "Highly efficient and eco-friendly synthesis of tertiary amines by reductive alkylation of aldehydes with secondary amines over a Pt nanowires catalyst". . p. 81395 - 81398. Retrieved 2015/10/06.