2-Pyridinemethanol, a-(2-methylphenyl)-

Base Information

• Chemical Name: 2-Pyridinemethanol, a-(2-methylphenyl)-
• CAS No.: 54941-74-1
• Molecular Formula: C₁₃H₁₃NO
• Molecular Weight: 199.252
• Mol file: 54941-74-1.mol

Synonyms:

Chemical Property of 2-Pyridinemethanol, a-(2-methylphenyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Pyridinemethanol, a-(2-methylphenyl)-

There total 8 articles about 2-Pyridinemethanol, a-(2-methylphenyl)- 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: 81.0%

2-bromo-pyridine (109-04-6) + 2-methylphenyl aldehyde (529-20-4) → 2-methylphenyl-2-pyridylmethanol (54941-74-1,125141-79-9,125226-26-8)

Guidance literature:

2-bromo-pyridine; With n-butyllithium; butyl magnesium bromide; 1,1'-bi-2-naphthol; In tetrahydrofuran; hexane; at -5 - 20 ℃; for 1h; Inert atmosphere;

2-methylphenyl aldehyde; In tetrahydrofuran; hexane; at -60 - 20 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; hexane; water; pH=3 - 4; Inert atmosphere;

DOI:10.1002/ejoc.201101490

Reference yield: 71.0%

2-[(2-methylphenyl)methyl]pyridine (36995-45-6) → 2-methylphenyl-2-pyridylmethanol (54941-74-1,125141-79-9,125226-26-8)

Guidance literature:

With potassium tert-butylate; dimethyl sulfoxide; at 30 ℃; for 0.05h; chemoselective reaction;

DOI:10.1021/acs.orglett.0c03108

Reference yield:

pyridine-2-carbaldehyde (1121-60-4) + 2-methylphenyl bromide (95-46-5) → 2-methylphenyl-2-pyridylmethanol (54941-74-1,125141-79-9,125226-26-8)

Guidance literature:

2-methylphenyl bromide; With iodine; magnesium; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;

pyridine-2-carbaldehyde; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201403233

upstream raw materials:

pyridine-2-carbaldehyde

ortho-tolylmagnesium bromide

2-bromo-pyridine

2-methylphenyl aldehyde

Downstream raw materials:

phenyl(pyridin-2-yl)(o-tolyl)methanol

(pyridin-2-yl)(o-tolyl)methanone

N-<3-(imidazol-4-yl)propyl>-N'-<2-<2-methyl-α-(2-pyridyl)benzylthio>ethyl>guanidine

N-cyano-S-methyl-N'-<2-<2-methyl-α-(2-pyridyl)benzylthio>ethyl>isothiourea

Refernces

• 1、 Jin, Liang,Yao, Qi-Jun,Xie, Pei-Pei,Li, Ya,Zhan, Bei-Bei,Han, Ye-Qiang,Hong, Xin,Shi, Bing-Feng. "Atroposelective Synthesis of Axially Chiral Styrenes via an Asymmetric C–H Functionalization Strategy". supporting information. p. 497 - 511. Retrieved 2020/02/20.
• 2、 Yang, Yuhuan,Gao, Qian,Xu, Senmiao. "Ligand-Free Iridium-Catalyzed Dehydrogenative ortho C?H Borylation of Benzyl-2-Pyridines at Room Temperature". supporting information. p. 858 - 862. Retrieved 2019/01/04.