6-Benzoylquinoline

Base Information

• Chemical Name: 6-Benzoylquinoline
• CAS No.: 54885-02-8
• Molecular Formula: C16H11NO
• Molecular Weight: 233.269
• Mol file: 54885-02-8.mol

Synonyms:[6]quinolyl-phenyl ketone;6-benzoylquinoline;Phenyl-quinolin-6-yl-methanone;[6]Chinolyl-phenyl-keton;6-Benzoylchinolin;

Chemical Property of 6-Benzoylquinoline

Chemical Property:

• PSA: 29.96000
• LogP: 3.46580

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Benzoylquinoline

There total 29 articles about 6-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: 98.0%

tributylphenylstannane (960-16-7) + quinolin-6-yl triflate (173089-80-0) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) → phenyl(quinolin-6-yl)methanone (54885-02-8)

Guidance literature:

With 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In N,N-dimethyl-formamide; at 100 ℃; for 16h;

DOI:10.1016/j.tetlet.2010.02.165

Reference yield: 75.0%

quinolin-6-yl triflate (173089-80-0) + benzyl alcohol (100-51-6,185532-71-2) → phenyl(quinolin-6-yl)methanone (54885-02-8)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; acetone; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine]; In toluene; at 130 ℃; for 20h; Inert atmosphere;

DOI:10.1021/jacs.9b03280 DOI:10.1021/jacs.9b03280

Reference yield: 75.0%

6-iodoquinoline (13327-31-6) + diphenylmethylsilanecarboxylic acid (18414-58-9) → phenyl(quinolin-6-yl)methanone (54885-02-8)

Guidance literature:

With 1,10-Phenanthroline; copper(I) thiophene-2-carboxylate; cesium fluoride; palladium(II) iodide; In 1-methyl-pyrrolidin-2-one; at 80 ℃; for 1h; Glovebox; Inert atmosphere;

DOI:10.1002/adsc.202000586

upstream raw materials:

(phenyl)(6-quinolinyl)methanol

(4-chloro-[6]quinolyl)-phenyl ketone

(4-aminophenyl)(phenyl)methanone

glycerol

Downstream raw materials:

(phenyl)(6-quinolinyl)methanol

phenyl-(1,2,3,4-tetrahydro-[6]quinolyl)-ketone

Refernces

• 1、 Li, Xiong,Xu, Jie,Li, Yue,Kramer, S?ren,Skrydstrup, Troels,Lian, Zhong. "Silylcarboxylic Acids as Bifunctional Reagents: Application in Palladium-Catalyzed External-CO-Free Carbonylative Cross-Coupling Reactions". . p. 4078 - 4083. Retrieved 2020/07/30.
• 2、 Verheyen, Thomas,Van Turnhout, Lars,Vandavasi, Jaya Kishore,Isbrandt, Eric S.,De Borggraeve, Wim M.,Newman, Stephen G.. "Ketone Synthesis by a Nickel-Catalyzed Dehydrogenative Cross-Coupling of Primary Alcohols". supporting information. p. 6869 - 6874. Retrieved 2019/05/10.