(3,5-dimethylphenyl)(piperidin-1-yl)methanone

Base Information

• Chemical Name: (3,5-dimethylphenyl)(piperidin-1-yl)methanone
• CAS No.: 59480-88-5
• Molecular Formula: C14H19 N O
• Molecular Weight: 217.3068
• Mol file: 59480-88-5.mol

Synonyms:Piperidine,1-(3,5-dimethylbenzoyl)- (9CI); NSC 67560

Chemical Property of (3,5-dimethylphenyl)(piperidin-1-yl)methanone

Chemical Property:

• Vapor Pressure: 6.64E-06mmHg at 25°C
• Boiling Point: 377.7°C at 760 mmHg
• Flash Point: 174.3°C
• Density: 1.049g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3,5-dimethylphenyl)(piperidin-1-yl)methanone

There total 5 articles about (3,5-dimethylphenyl)(piperidin-1-yl)methanone 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%

piperidine (110-89-4) + 3,5-dimethylbenzoic acid (499-06-9) → (3,5-dimethylphenyl)(piperidin-1-yl)methanone (59480-88-5)

Guidance literature:

3,5-dimethylbenzoic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; for 5h; Inert atmosphere;

piperidine; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1039/c3cc47852a

Reference yield: 80.0%

3,5-dimethylphenyl boronic acid (172975-69-8) + di(piperidin-1-yl)methanethione (1013-92-9) → (3,5-dimethylphenyl)(piperidin-1-yl)methanone (59480-88-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; silver carbonate; In 2,2,2-trifluoroethanol; at 90 ℃; for 4h;

DOI:10.1002/cctc.202001099

Reference yield: 76.0%

N-chloropiperidine (2156-71-0) + 3,5-dimethylphenyl boronic acid (172975-69-8) → (3,5-dimethylphenyl)(piperidin-1-yl)methanone (59480-88-5)

Guidance literature:

With copper(I) oxide; carbon monoxide; sodium hydrogencarbonate; In tert-butyl methyl ether; at 50 ℃; for 16h; under 37503.8 Torr; Inert atmosphere; Autoclave;

DOI:10.1002/ejoc.201700352

upstream raw materials:

piperidine

3,5-dimethylbenzoic acid

carbon monoxide

3,5-dimethylphenyl boronic acid

Downstream raw materials:

(2-iodo-3,5-dimethylphenyl)(piperidin-1-yl)methanone

Refernces

• 1、 Yin, Zhiping,Wang, Zechao,Li, Wanfang,Wu, Xiao-Feng. "Copper-Catalyzed Carbonylative Cross-Coupling of Arylboronic Acids with N-Chloroamines for the Synthesis of Aryl Amides". . p. 1769 - 1772. Retrieved 2017/04/13.
• 2、 Wang, Lianhui,Ackermann, Lutz. "Ruthenium-catalyzed ortho-C-H halogenations of benzamides". supporting information. p. 1083 - 1085. Retrieved 2014/01/17.