Quinoline, 1,2,3,4-tetrahydro-2-phenyl-

Base Information

• Chemical Name: Quinoline, 1,2,3,4-tetrahydro-2-phenyl-
• CAS No.: 24005-23-0
• Molecular Formula: C15H15N
• Molecular Weight: 209.291
• Mol file: 24005-23-0.mol

Synonyms:

Chemical Property of Quinoline, 1,2,3,4-tetrahydro-2-phenyl-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Quinoline, 1,2,3,4-tetrahydro-2-phenyl-

There total 89 articles about Quinoline, 1,2,3,4-tetrahydro-2-phenyl- 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: 84.0%

(E)-3-(2-nitrophenyl)-1-phenylprop-2-en-1-one (7473-93-0,53744-31-3) → 2-Phenylquinoline (612-96-4) + 2-phenyl-1,2,3,4-tetrahydroquinoline (24005-23-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In dichloromethane; at 20 ℃; for 4h; under 912.061 Torr;

DOI:10.1016/j.tet.2010.05.090

Reference yield: 78.0%

2-Aminobenzyl alcohol (5344-90-1) + 1-Phenylethanol (98-85-1,13323-81-4) → 2-Phenylquinoline (612-96-4) + 2-phenyl-1,2,3,4-tetrahydroquinoline (24005-23-0)

Guidance literature:

1-Phenylethanol; With 2C₂₁H₂₂MnNO₃P⁽¹⁺⁾*Br^(1-)*0.5Br₄Mn^(2-); potassium hydride; at -5 ℃; for 0.0833333h; Inert atmosphere; Glovebox; Sealed tube;

2-Aminobenzyl alcohol; With potassium hydroxide; In 1,2-dimethoxyethane; at 120 ℃; for 24h; Solvent; Time; Concentration; Catalytic behavior; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/acs.orglett.0c02905

Reference yield: 76.0%

3-(2-aminophenyl)-1-phenyl-2-(E)-propen-1-one (108714-18-7) → 2-Phenylquinoline (612-96-4) + 2-phenyl-1,2,3,4-tetrahydroquinoline (24005-23-0)

Guidance literature:

With phenanthridine; diiodo(p-cymene)ruthenium(II) dimer; hydrogen; In 1,3,5-trimethyl-benzene; at 40 ℃; for 72h; under 25858.1 Torr;

DOI:10.1002/cjoc.202000409

upstream raw materials:

2-Phenylquinoline

3-(2-nitrobenzene)-1-phenylpropan-1-one

2-phenyl-1,2-dihydroquinoline

methanol

Downstream raw materials:

1-methyl-2-phenyl-1,2,3,4-tetrahydroquinoline

1,1-dimethyl-2-phenyl-1,2,3,4-tetrahydro-quinolinium; iodide

1-nitroso-2-phenyl-1,2,3,4-tetrahydro-quinoline

1-allyl-2-phenyl-1,2,3,4-tetrahydroquinoline

Refernces

• 1、 Villanueva, Omar,Weldy, Nina MacE,Blakey, Simon B.,MacBeth, Cora E.. "Cobalt catalyzed sp3 C-H amination utilizing aryl azides". . p. 6672 - 6675. Retrieved 2015.
• 2、 Ferry, Angelique,Stemper, Jeremy,Marinetti, Angela,Voituriez, Arnaud,Guinchard, Xavier. "Thiophostone-derived Bronsted acids in the organocatalyzed transfer hydrogenation of quinolines: Influence of the P-stereogenicity". . p. 188 - 193. Retrieved 2014.
• 3、 Weiss, Robin,Aubert, Emmanuel,Peluso, Paola,Cossu, Sergio,Pale, Patrick,Mamane, Victor. "Chiral chalcogen bond donors based on the 4,4'-bipyridine scaffold". . . Retrieved 2019.
• 4、 Benz, Sebastian,López-Andarias, Javier,Mareda, Jiri,Sakai, Naomi,Matile, Stefan. "Catalysis with Chalcogen Bonds". . p. 812 - 815. Retrieved 2017.
• 5、 Chen, Jingwen,Qi, Long,Zhang, Biying,Chen, Minda,Kobayashi, Takeshi,Bao, Zongbi,Yang, Qiwei,Ren, Qilong,Huang, Wenyu,Zhang, Zhiguo. "Tandem synthesis of tetrahydroquinolines and identification of the reaction network byoperandoNMR". . p. 4332 - 4341. Retrieved 2021/07/12.
• 6、 Kang, Sungmin,Kim, Taek Hyeon. "S-Benzyl-N,N'-diphenyl substituted isothiouronium iodide as a highly efficient organocatalyst for transfer hydrogenation of 2-substituted quinolines". supporting information. . Retrieved 2021/10/14.