2-(3-hydroxyphenyl)quinoline

Base Information

• Chemical Name: 2-(3-hydroxyphenyl)quinoline
• CAS No.: 87741-93-3
• Molecular Formula: C₁₅H₁₁NO
• Molecular Weight: 221.258
• Mol file: 87741-93-3.mol

Synonyms:2-(3-hydroxyphenyl)quinoline

Chemical Property of 2-(3-hydroxyphenyl)quinoline

Chemical Property:

Purity/Quality:

3-(2-Quinolinyl)benzenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3-hydroxyphenyl)quinoline

There total 16 articles about 2-(3-hydroxyphenyl)quinoline 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: 90.0%

2-Chloroquinoline (612-62-4) + 3-hydroxyphenylboronic acid (87199-18-6) → 2-(3-hydroxyphenyl)quinoline (87741-93-3)

Guidance literature:

With C₃₇H₂₉N₂O₄PPd; potassium hydroxide; In water; N,N-dimethyl-formamide; at 60 ℃; for 4h; Catalytic behavior;

DOI:10.1039/c5ra15342e

Reference yield: 84.0%

→ 2-(3-hydroxyphenyl)quinoline (87741-93-3)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 2h; Cooling with ice;

Reference yield: 60.0%

2-Aminobenzyl alcohol (5344-90-1) + 3-Hydroxyacetophenone (121-71-1) → 2-(3-hydroxyphenyl)quinoline (87741-93-3)

Guidance literature:

2-Aminobenzyl alcohol; 3-Hydroxyacetophenone; With potassium hydroxide; copper dichloride; In 1,4-dioxane; at 20 ℃;

With oxygen; In 1,4-dioxane; Reflux;

DOI:10.1021/ja2023042

upstream raw materials:

3‐(quinolin‐2‐yl)aniline

2-(3-hydroxy-phenyl)-quinoline-4-carboxylic acid

3-Hydroxyacetophenone

o-aminobenzaldehyde

Downstream raw materials:

2-(3-hydroxy-phenyl)-1-methyl-quinolinium; iodide

2-Phenylquinoline

(R)-2-(3-hydroxyphenyl)-1,2,3,4-tetrahydroquinoline

Refernces

• 1、 Arumugam, Vignesh,Kaminsky, Werner,Nallasamy, Dharmaraj. "ONO pincer type Pd(II) complexes: Synthesis, crystal structure and catalytic activity towards C-2 arylation of quinoline scaffolds". . p. 77948 - 77957. Retrieved 2015/09/28.
• 2、 Wang, Tianli,Zhuo, Lian-Gang,Li, Zhiwei,Chen, Fei,Ding, Ziyuan,He, Yanmei,Fan, Qing-Hua,Xiang, Junfeng,Yu, Zhi-Xiang,Chan, Albert S. C.. "Highly enantioselective hydrogenation of quinolines using phosphine-free chiral cationic Ruthenium catalysts: Scope, mechanism, and origin of enantioselectivity". supporting information; experimental part. p. 9878 - 9891. Retrieved 2011/08/10.