7-methoxy-9-phenyl-2,3-dihydro-1H-cyclopentaquinoline

Base Information

• Chemical Name: 7-methoxy-9-phenyl-2,3-dihydro-1H-cyclopentaquinoline
• CAS No.: 132017-68-6
• Molecular Formula: C₁₉H₁₇NO
• Molecular Weight: 275.35

Synonyms:7-methoxy-9-phenyl-2,3-dihydro-1H-cyclopentaquinoline

Chemical Property of 7-methoxy-9-phenyl-2,3-dihydro-1H-cyclopentaquinoline

Chemical Property:

Purity/Quality:

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Technology Process of 7-methoxy-9-phenyl-2,3-dihydro-1H-cyclopentaquinoline

There total 6 articles about 7-methoxy-9-phenyl-2,3-dihydro-1H-cyclopentaquinoline 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: 87.0%

6-phenylhex-5-ynethioic acid N-(4-methoxyphenyl)amide (540803-95-0) → 7-methoxy-9-phenyl-2,3-dihydro-1H-cyclopentaquinoline (132017-68-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; In benzene; for 20h; Irradiation;

DOI:10.1021/ol0344319

Reference yield:

p-methoxyphenylisonitrile (10349-38-9) + (5-iodopent-1-yn-1-yl)benzene (34886-50-5) → 6-methoxy-9-phenyl-2,3-dihydro-1H-cyclopentaquinoline (132017-70-0) + 7-methoxy-9-phenyl-2,3-dihydro-1H-cyclopentaquinoline (132017-68-6)

Guidance literature:

With hexamethyldistannane; In various solvent(s); at 150 ℃; Yield given. Yields of byproduct given; Irradiation;

DOI:10.1021/ja00006a033

Reference yield:

hex-5-ynoic acid (53293-00-8) → 7-methoxy-9-phenyl-2,3-dihydro-1H-cyclopentaquinoline (132017-68-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 54 percent / PPh₃; CuI; iPr₂NH / Pd(PhCN)2Cl₂ / toluene / 20 °C

2: 91 percent / EDCI / acetonitrile / 24 h / 20 °C

3: 91 percent / Lawesson's reagent / toluene / 4 h / 80 °C

4: 87 percent / AIBN; (TMS)3SiH / benzene / 20 h / Irradiation

With Lawessons reagent; copper(l) iodide; 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diisopropylamine; triphenylphosphine; bis(benzonitrile)palladium(II) dichloride; In toluene; acetonitrile; benzene;

DOI:10.1021/ol0344319

upstream raw materials:

p-methoxyphenylisonitrile

(5-iodopent-1-yn-1-yl)benzene

6-phenylhex-5-ynethioic acid N-(4-methoxyphenyl)amide

hex-5-ynoic acid

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