4-(4-methoxyphenyl)-2-phenyl-5,6,7,8-tetrahydroquinoline

Base Information

• Chemical Name: 4-(4-methoxyphenyl)-2-phenyl-5,6,7,8-tetrahydroquinoline
• CAS No.: 41091-63-8
• Molecular Formula: C₂₂H₂₁NO
• Molecular Weight: 315.415
• Mol file: 41091-63-8.mol

Synonyms:4-(4-methoxyphenyl)-2-phenyl-5,6,7,8-tetrahydroquinoline

Chemical Property of 4-(4-methoxyphenyl)-2-phenyl-5,6,7,8-tetrahydroquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-methoxyphenyl)-2-phenyl-5,6,7,8-tetrahydroquinoline

There total 6 articles about 4-(4-methoxyphenyl)-2-phenyl-5,6,7,8-tetrahydroquinoline 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: 71.0%

2-(1-(4-methoxyphenyl)-3-oxo-3-phenylpropyl)cyclohexanone (5520-88-7) → 4-(4-methoxyphenyl)-2-phenyl-5,6,7,8-tetrahydroquinoline (41091-63-8)

Guidance literature:

With ammonium acetate; acetic acid; Reflux; Combinatorial reaction / High throughput screening (HTS);

DOI:10.1002/jhet.409

Reference yield: 64.0%

1-azidostyrene (16717-64-9) + N′-(2-((E)-4-methoxybenzylidene)cyclohexylidene)acetohydrazide → 4-(4-methoxyphenyl)-2-phenyl-5,6,7,8-tetrahydroquinoline (41091-63-8)

Guidance literature:

With silver(II) fluoride; oxygen; palladium diacetate; copper (I) acetate; In toluene; at 90 ℃; for 12h; regioselective reaction; Sealed tube;

DOI:10.1021/acs.joc.1c02086

Reference yield:

E-2-(4-methoxybenzylidene)cyclohexanone (5765-29-7,37722-53-5) → 4-(4-methoxyphenyl)-2-phenyl-5,6,7,8-tetrahydroquinoline (41091-63-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / ethanol / 80 °C

2: palladium diacetate; copper (I) acetate; silver(II) fluoride; oxygen / toluene / 12 h / 90 °C / Sealed tube

With silver(II) fluoride; oxygen; palladium diacetate; copper (I) acetate; acetic acid; In ethanol; toluene;

DOI:10.1021/acs.joc.1c02086

upstream raw materials:

2-(1-(4-methoxyphenyl)-3-oxo-3-phenylpropyl)cyclohexanone

1-azidostyrene

E-2-(4-methoxybenzylidene)cyclohexanone

Refernces

• 1、 Gezegen, Hayreddin,Dingil, Alparslan,Ceylan, Mustafa. "Three-step synthesis of 2,4-diaryl-5,6,7,8-tetrahydroquinoline derivatives". experimental part. p. 1017 - 1024. Retrieved 2010/10/21.
• 2、 -. "8-Carboxylester, and 8-carbamyl derivitives of 5,6,7,8-tetrahydroquinoline". . . Retrieved 2008/06/13.