4-fenil-1-acetil-1-cicloesene

Base Information

• Chemical Name: 4-fenil-1-acetil-1-cicloesene
• CAS No.: 84871-22-7
• Molecular Formula: C₁₄H₁₆O
• Molecular Weight: 200.28
• Mol file: 84871-22-7.mol

Synonyms:4-fenil-1-acetil-1-cicloesene

Chemical Property of 4-fenil-1-acetil-1-cicloesene

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-fenil-1-acetil-1-cicloesene

There total 3 articles about 4-fenil-1-acetil-1-cicloesene 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: 82.0%

1,2,3,6-tetrahydro-[1,1′-biphenyl]-4-carbonitrile (22748-63-6) + methyl iodide (74-88-4) → 4-fenil-1-acetil-1-cicloesene (84871-22-7)

Guidance literature:

With magnesium; 1.) ether; 2.) benzene, 70 deg C, 3 h;

Reference yield:

1-phenyl-4-cyclohexanone (4894-75-1) + trimethylsilylacetylene (1066-54-2) → 4-fenil-1-acetil-1-cicloesene (84871-22-7)

Guidance literature:

trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

1-phenyl-4-cyclohexanone; In tetrahydrofuran; at 0 - 25 ℃; for 2h; Inert atmosphere;

With sulfuric acid; In methanol; for 12h; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.0c02466

Reference yield:

1-hydroxy-4-phenylcyclohexanecarbonitrile (143589-33-7) → 4-fenil-1-acetil-1-cicloesene (84871-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / POCl₃ / pyridine / 3 h

2: 82 percent / 1.) magnesium / 1.) ether; 2.) benzene, 70 deg C, 3 h

With magnesium; trichlorophosphate; In pyridine;

upstream raw materials:

1,2,3,6-tetrahydro-[1,1′-biphenyl]-4-carbonitrile

methyl iodide

1-hydroxy-4-phenylcyclohexanecarbonitrile

1-phenyl-4-cyclohexanone

Downstream raw materials:

cis e trans-4-fenilacetilcicloesano

trans-1-(4-Phenylcyclohexyl)-1-ethanon

cis-1-(4-Phenylcyclohexyl)-1-ethanon

Refernces

• 1、 de Meglio,Ravenna,Carenini,Gentili,Manzardo,Tempra Gabbiati,Riva. "4-Phenylcyclohexylethylamine derivatives with antidepressant activity". . p. 836 - 858. Retrieved 2007/10/02.