quinolin-8-yl(4-(trifluoromethyl)phenyl)methanone

Base Information

• Chemical Name: quinolin-8-yl(4-(trifluoromethyl)phenyl)methanone
• CAS No.: 1189365-73-8
• Molecular Formula: C₁₇H₁₀F₃NO
• Molecular Weight: 301.268
• Mol file: 1189365-73-8.mol

Synonyms:quinolin-8-yl(4-(trifluoromethyl)phenyl)methanone

Chemical Property of quinolin-8-yl(4-(trifluoromethyl)phenyl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of quinolin-8-yl(4-(trifluoromethyl)phenyl)methanone

There total 15 articles about quinolin-8-yl(4-(trifluoromethyl)phenyl)methanone 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: 88.0%

quinoline-8-carboxylic acid methyl ester (40245-26-9) + 4-trifluoromethylphenylboronic acid (128796-39-4) → quinolin-8-yl(4-(trifluoromethyl)phenyl)methanone (1189365-73-8)

Guidance literature:

With Wilkinson's catalyst; In 5,5-dimethyl-1,3-cyclohexadiene; at 130 ℃; for 15h; Inert atmosphere;

DOI:10.1021/jo400949p

Reference yield: 88.0%

8-formylquinoline (38707-70-9) + 4-trifluoromethylphenylboronic acid (128796-39-4) → quinolin-8-yl(4-(trifluoromethyl)phenyl)methanone (1189365-73-8)

Guidance literature:

With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate; In 1,2-dichloro-ethane; at 80 ℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.0c01490

Reference yield: 82.0%

(2-methoxyphenyl)(quinolin-8-yl)methanone + 4-trifluoromethylphenylboronic acid (128796-39-4) → quinolin-8-yl(4-(trifluoromethyl)phenyl)methanone (1189365-73-8)

Guidance literature:

With chlorobis(ethylene)rhodium(I) dimer; In toluene; at 140 ℃; for 48h; Reagent/catalyst; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/acs.orglett.6b01434

upstream raw materials:

8-carboxyquinoline

quinoline-8-carboxylic acid methyl ester

4-trifluoromethylphenylboronic acid

phenyl(quinolin-8-yl)methanone

Downstream raw materials:

phenyl(quinolin-8-yl)methanone

(3,5-bis(trifluoromethyl)phenyl)(quinolin-8-yl)methanone

(4-fluorophenyl)(quinolin-8-yl)methanone

Refernces

• 1、 Lyu, Xue-Li,Huang, Shi-Sheng,Huang, Yuan-Qiong,Li, Yong-Qiang,Song, Hong-Jian,Liu, Yu-Xiu,Wang, Qing-Min. "Rhodium(III)-Catalyzed Direct Coupling of Quinoline-8-Carbaldehydes with (Het)Arylboronic Acids for the Synthesis of 8-Aryloylquinolines". . p. 10271 - 10282. Retrieved 2020/09/03.
• 2、 Wang, Jingjing,Zuo, Sujing,Chen, Weiqiang,Zhang, Xinrui,Tan, Kaixin,Tian, Yun,Wang, Jianhui. "Catalytic formation of ketones from unactivated esters through rhodium chelation-assisted C-O bond activation". . p. 8217 - 8231. Retrieved 2013/09/24.