4-Benzoylquinoline

Base Information

• Chemical Name: 4-Benzoylquinoline
• CAS No.: 54885-00-6
• Molecular Formula: C16H11NO
• Molecular Weight: 233.269
• Mol file: 54885-00-6.mol

Synonyms:4-Benzoylquinoline

Chemical Property of 4-Benzoylquinoline

Chemical Property:

• Melting Point: 60°C
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 375.51°C (rough estimate)
• PSA: 29.96000
• Density: 1.0958 (rough estimate)
• LogP: 3.46580

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Benzoylquinoline

There total 26 articles about 4-Benzoylquinoline 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: 85.0%

quinoline-4-carboxaldehyde (4363-93-3) + phenylboronic acid (98-80-6) → phenyl(quinolin-4-yl)methanone (54885-00-6)

Guidance literature:

quinoline-4-carboxaldehyde; phenylboronic acid; With 1-(2,6-diisopropylphenyl)-3-(2-(phenylthio)phenyl)-4,5-dihydroimidazolinium chloride; bis(η3-allyl-μ-chloropalladium(II)); caesium carbonate; In 1,4-dioxane; at 100 ℃; for 1h; Inert atmosphere;

With 3-Iodotoluene; In 1,4-dioxane; at 100 ℃; for 15h; Inert atmosphere;

DOI:10.1002/ejoc.201300269

Reference yield: 81.0%

4-benzyl-1-methoxyquinolin-1-ium tetrafluoroborate → phenyl(quinolin-4-yl)methanone (54885-00-6)

Guidance literature:

With cesium fluoride; In ethyl acetate; at 25 ℃; for 15h;

DOI:10.1021/acs.joc.9b00035

Reference yield: 80.0%

Benzoylformic acid (611-73-4) + 4-bromoquinoline (3964-04-3,850917-90-7) → phenyl(quinolin-4-yl)methanone (54885-00-6)

Guidance literature:

With (1,2-dimethoxyethane)dichloronickel(II); [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; lithium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In water; N,N-dimethyl-formamide; for 72h; Inert atmosphere; Irradiation;

DOI:10.1002/anie.201501908

upstream raw materials:

quinoline-4-carbonitrile

diethyl ether

ethyl quinoline-4-carboxylate

formaldehyd

Downstream raw materials:

quinoline-2,4-diylbis(phenylmethanone)

1-[4]quinolyl-1-phenyl-ethanol

Refernces

• 1、 Lei, Chuanhu,Zhu, Daoyong,Tangcueco, Vicente Iii Tiu,Zhou, Jianrong Steve. "Arylation of Aldehydes to Directly Form Ketones via Tandem Nickel Catalysis". supporting information. p. 5817 - 5822. Retrieved 2019/08/26.
• 2、 Sharma, Rohit,Abdullaha, Mohd,Bharate, Sandip B.. "Oxidant-Controlled C-sp2/sp3-H Cross-Dehydrogenative Coupling of N-Heterocycles with Benzylamines". . p. 9786 - 9793. Retrieved 2017/09/23.