1-Benzyl-2,6-dimethylpiperidine

Base Information

• Chemical Name: 1-Benzyl-2,6-dimethylpiperidine
• CAS No.: 4209-63-6
• Molecular Formula: C14H21N
• Molecular Weight: 203.3232
• NSC Number: 363751
• DSSTox Substance ID: DTXSID00962270
• Nikkaji Number: J316.510H
• Mol file: 4209-63-6.mol

Synonyms:1-benzyl-2,6-dimethylpiperidine;4209-63-6;NSC363751;NSC 363751;Piperidine, 1-benzyl-2,6-dimethyl-, cis-;SCHEMBL18557;DTXSID00962270;NSC-363751

Chemical Property of 1-Benzyl-2,6-dimethylpiperidine

Chemical Property:

• Vapor Pressure: 0.00707mmHg at 25°C
• Boiling Point: 269.9°Cat760mmHg
• Flash Point: 107°C
• Density: 0.942g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 203.167399674
• Heavy Atom Count: 15
• Complexity: 174

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCC(N1CC2=CC=CC=C2)C

Technology Process of 1-Benzyl-2,6-dimethylpiperidine

There total 17 articles about 1-Benzyl-2,6-dimethylpiperidine 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: 94.0%

1-benzyl-2,6-dimethyl-pyridinium; bromide (58416-61-8) → cis-1-benzyl-2,6-dimethylpiperidine (4209-63-6)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; triethylammonium formate; potassium iodide; In dichloromethane; at 40 ℃; for 24h; Sealed tube;

DOI:10.1002/adsc.201201034

Reference yield:

heptane-2,6-diol (5969-12-0) + benzylamine (100-46-9) → rac-(2R,6S)-1-benzyl-2,6-dimethylpiperidine (4209-63-6) + 1-benzyl-2,6-dimethylpiperidine

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium hydrogencarbonate; In toluene; at 110 ℃; for 16h; Overall yield = 66 percent; Overall yield = 135 mg; diastereoselective reaction; Microwave irradiation; Inert atmosphere; Sealed tube;

DOI:10.1039/d0cc00903b

Reference yield:

2,6-heptandione (13505-34-5) + benzylamine (100-46-9) → rac-(2R,6S)-1-benzyl-2,6-dimethylpiperidine (4209-63-6) + 1-benzyl-trans-2,6-dimethylpiperidine (4209-63-6,4209-64-7,92321-27-2,130325-71-2)

Guidance literature:

With potassium hydroxide; sodium cyanoborohydride; acetic acid; In methanol; at -10 - 20 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(01)85010-9

upstream raw materials:

(2S,6S)-1-Benzyl-2,6-dimethyl-piperidine-2,6-dicarbonitrile

2,6-heptandione

benzylamine

benzyl chloride

Refernces

• 1、 Wu, Jianjun,Tang, Weijun,Pettman, Alan,Xiao, Jianliang. "Efficient and chemoselective reduction of pyridines to tetrahydropyridines and piperidines via rhodium-catalyzed transfer hydrogenation". supporting information. p. 35 - 40. Retrieved 2013/03/13.
• 2、 Concialini, Vittorio,Roffia, Sergio,Savoia, Diego. "DIASTEREOSELECTIVE ELECTROCHEMICAL REDUCTIVE AMINATION OF 2,5-HEXANEDIONE AND 2,6-HEPTANEDIONE". . p. 77 - 82. Retrieved 2007/10/02.