2-Benzoyl-5-methylpyridine

Base Information

• Chemical Name: 2-Benzoyl-5-methylpyridine
• CAS No.: 127581-43-5
• Molecular Formula: C₁₃H₁₁NO
• Molecular Weight: 197.236
• Mol file: 127581-43-5.mol

Synonyms:(5-methylpyridin-2-yl)(phenyl)methanone

Chemical Property of 2-Benzoyl-5-methylpyridine

Chemical Property:

• Boiling Point: 136 °C(Press: 0.7 Torr)
• PKA: 3.19±0.10(Predicted)
• Density: 1.113±0.06 g/cm3(Predicted)

Purity/Quality:

2-Benzoyl-5-methylpyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Benzoyl-5-methylpyridine

There total 13 articles about 2-Benzoyl-5-methylpyridine 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: 82.0%

2-benzyl-5-methyl pyridine (63065-67-8) → (5-methylpyridin-2-yl)(phenyl)methanone (127581-43-5)

Guidance literature:

With copper(l) iodide; oxygen; acetic acid; In dimethyl sulfoxide; at 100 - 130 ℃; for 24h; under 760.051 Torr;

DOI:10.3762/bjoc.12.16

Reference yield: 60.0%

3-Methylpyridine (108-99-6) + N,N-dimethylbenzamide (611-74-5) → (5-methylpyridin-2-yl)(phenyl)methanone (127581-43-5)

Guidance literature:

3-Methylpyridine; With n-butyllithium; lithium 2-(dimethylamino)ethanolate; In hexane; at 0 ℃; for 1h;

N,N-dimethylbenzamide; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Further stages.;

DOI:10.1039/b001690j

Reference yield: 53.0%

pyrrolidine (123-75-1) + nitrate d'α-(methyl-3 pyridinio-1 oxy)isobutyrophenone → (5-methylpyridin-2-yl)(phenyl)methanone (127581-43-5) + nitrate de trimethyl-2,2,6 hydroxy-3 dihydro-2,3 isoxazolo<2,3-a>pyridinium + 5,5-Dimethyl-3-((1E,3E)-3-methyl-4-pyrrolidin-1-yl-buta-1,3-dienyl)-4-phenyl-4,5-dihydro-isoxazol-4-ol (106808-32-6,106808-33-7) + 5,5-Dimethyl-3-((1E,3E)-3-methyl-4-pyrrolidin-1-yl-buta-1,3-dienyl)-4-phenyl-4,5-dihydro-isoxazol-4-ol (106808-33-7)

Guidance literature:

In methanol; at 0 ℃; for 12h; Yields of byproduct given;

upstream raw materials:

pyrrolidine

3-Methylpyridine

N,N-dimethylbenzamide

3-picoline-N-oxide

Downstream raw materials:

2-(α-hydroxybenzyl)-5-methylpyridine

Refernces

• 1、 Wang, Hua,Liu, Jie,Qu, Jian-Ping,Kang, Yan-Biao. "Overcoming Electron-Withdrawing and Product-Inhibition Effects by Organocatalytic Aerobic Oxidation of Alkylpyridines and Related Alkylheteroarenes to Ketones". . p. 3942 - 3948. Retrieved 2020/03/23.
• 2、 Liu, Qixing,Wang, Chunqin,Zhou, Haifeng,Wang, Baigui,Lv, Jinliang,Cao, Lu,Fu, Yigang. "Iridium-Catalyzed Highly Enantioselective Transfer Hydrogenation of Aryl N-Heteroaryl Ketones with N-Oxide as a Removable ortho-Substituent". supporting information. p. 971 - 974. Retrieved 2018/02/23.