6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinoline

Base Information

• Chemical Name: 6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinoline
• CAS No.: 10172-51-7
• Molecular Formula: C17H17NO2
• Molecular Weight: 267.327
• Mol file: 10172-51-7.mol

Synonyms:1-phenyl-6,7-dimethoxy-3,4-dihydroisoquinoline;6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinoline;6,7-Dimethoxy-1-phenyl-3,4-dihydro-isochinolin;3,4-dihydro-6,7-dimethoxy-1-phenylisoquinoline;6,7-dimethoxy-1-phenyl-3,4-dihydro-isoquinoline;6,7-Dimethoxy-1-phenyl-3,4-dihydroisochinolin;

Chemical Property of 6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinoline

Chemical Property:

• PSA: 30.82000
• LogP: 2.53290

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinoline

There total 24 articles about 6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinoline 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: 99.0%

N-[2-(3,4-dimethoxyphenyl)ethyl]benzamide (67616-16-4) → 6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinoline (10172-51-7)

Guidance literature:

With trichlorophosphate; In acetonitrile; for 2h; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.201000512

Reference yield: 98.0%

6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline (4118-36-9) → 6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinoline (10172-51-7)

Guidance literature:

With 1,10-phenanthroline-5,6-dione; oxygen; pyridinium p-toluenesulfonate; zinc(II) iodide; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1021/ja411692v

Reference yield: 97.0%

2-(3,4-dimethoxyphenyl)-ethylamine (120-20-7) + benzoic acid (65-85-0,8013-63-6) → 6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinoline (10172-51-7)

Guidance literature:

2-(3,4-dimethoxyphenyl)-ethylamine; benzoic acid; With trichlorophosphate; In toluene; at 140 ℃; for 0.5h; Microwave irradiation;

With sodium hydroxide; In water; pH=8; Cooling;

DOI:10.1021/jo100980p

upstream raw materials:

N-(3,4-dimethoxy-phenethyl)-benzamidine

N-[2-(3,4-dimethoxyphenyl)ethyl]benzamide

N-(2(3,4-dimethoxyphenyl)ethyl)benzimidoyl chloride

N-(2-benzoyl-4,5-dimethoxyphenethyl)acetamide

Downstream raw materials:

6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline

2-Ethenyl-4,5-dimethoxybenzophenon

6,7-dimethoxy-2-methyl-1-phenyl-isoquinolinium; iodide

1-Hydroxy-6,7-dimethoxy-2-methyl-1-phenyl-1,2,3,4-tetrahydroisochinolin

Refernces

• 1、 Ji, Yue,Chen, Mu-Wang,Shi, Lei,Zhou, Yong-Gui. "Highly selective partial dehydrogenation of tetrahydroisoquinolines using modified Pd/C". . p. 33 - 39. Retrieved 2015.
• 2、 Davis, Holly Jane,H?ussinger, Daniel,Ward, Thomas R.,Okamoto, Yasunori. "A Visible-Light Promoted Amine Oxidation Catalyzed by a Cp*Ir Complex". . p. 4512 - 4516. Retrieved 2020.
• 3、 Kurouchi, Hiroaki. "Enhancement of the carbamate activation rate enabled syntheses of tetracyclic benzolactams: 8-oxoberbines and their 5- And 7-membered C-ring homologues". supporting information. p. 653 - 658. Retrieved 2021/02/06.
• 4、 Nie, Huifang,Zhu, Yupu,Hu, Xiaomu,Wei, Zhao,Yao, Lin,Zhou, Gang,Wang, Pingan,Jiang, Ru,Zhang, Shengyong. "Josiphos-Type Binaphane Ligands for Iridium-Catalyzed Enantioselective Hydrogenation of 1-Aryl-Substituted Dihydroisoquinolines". supporting information. p. 8641 - 8645. Retrieved 2019/10/17.