2-methyl-3-benzylpyridine

Base Information

• Chemical Name: 2-methyl-3-benzylpyridine
• CAS No.: 101893-55-4
• Molecular Formula: C₁₃H₁₃N
• Molecular Weight: 183.253
• Mol file: 101893-55-4.mol

Synonyms:2-methyl-3-benzylpyridine

Chemical Property of 2-methyl-3-benzylpyridine

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methyl-3-benzylpyridine

There total 7 articles about 2-methyl-3-benzylpyridine 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: 89.0%

benzyl chloride (100-44-7) + 3-bromo-2-picoline (38749-79-0) → 2-methyl-3-benzylpyridine (101893-55-4)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); zinc; In water; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1002/asia.201100153

Reference yield: 70.0%

benzyl bromide (100-39-0) + 3-bromo-2-picoline (38749-79-0) → 2-methyl-3-benzylpyridine (101893-55-4)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); zinc; In water; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1002/asia.201100153

Reference yield: 22.0%

benzaldehyde (100-52-7) + 2-methyl-1,4-bis(trimethylsilyl)-1,4-dihydropyridine (110823-83-1) → 2-methyl-3-benzylpyridine (101893-55-4) + 2-methyl-5-benzylpyridine (60611-85-0) + 3-Benzyl-2-methyl-6-(phenyl-trimethylsilanyloxy-methyl)-pyridine

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 14h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1246/bcsj.60.1497

upstream raw materials:

3-benzyl-2-methyl-piperidine

benzaldehyde

2-methyl-1,4-bis(trimethylsilyl)-1,4-dihydropyridine

α-picoline

Downstream raw materials:

3-benzoylpyridine-2-carboxylic acid

Refernces

• 1、 Krasovskaya, Valeria,Krasovskiy, Arkady,Lipshutz, Bruce H.. "Synthesis of unsymmetrical arylheteroarylmethanes by direct "on water" cross-coupling between benzylic and heteroaromatic halides". supporting information; experimental part. p. 1974 - 1976. Retrieved 2011/10/31.