2-(phenylseleno)-5-phenyl-4-cycloocten-1-one

Base Information

• Chemical Name: 2-(phenylseleno)-5-phenyl-4-cycloocten-1-one
• CAS No.: 119770-17-1
• Molecular Formula: C₂₀H₂₀OSe
• Molecular Weight: 355.338
• Mol file: 119770-17-1.mol

Synonyms:

Chemical Property of 2-(phenylseleno)-5-phenyl-4-cycloocten-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(phenylseleno)-5-phenyl-4-cycloocten-1-one

There total 5 articles about 2-(phenylseleno)-5-phenyl-4-cycloocten-1-one 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:

1,5-cis,cis-cyclooctadiene (1552-12-1,111-78-4) → 2-(phenylseleno)-5-phenyl-4-cycloocten-1-one (119770-17-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) BH₃*THF, 2.) aq. NaOH, 30percent H₂O₂ / 1.) THF, reflux, 1 h, 2.) reflux

2: pyridinium chlorochromate / CH₂Cl₂ / 24 h / Heating

3: 93 percent / tetrahydrofuran; pentane; diethyl ether / 1 h

4: 77 percent / p-toluenesulfonic acid / benzene / 2 h / Heating

5: 1.) LDA, 2.) Br₂ / 1.) pentane, THF, 15 min, 2.) THF

With sodium hydroxide; borane-THF; dihydrogen peroxide; bromine; toluene-4-sulfonic acid; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; pentane; benzene;

DOI:10.1021/jo00271a017

Reference yield:

cyclooctane-1,5-diol (55343-44-7) → 2-(phenylseleno)-5-phenyl-4-cycloocten-1-one (119770-17-1)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridinium chlorochromate / CH₂Cl₂ / 24 h / Heating

2: 93 percent / tetrahydrofuran; pentane; diethyl ether / 1 h

3: 77 percent / p-toluenesulfonic acid / benzene / 2 h / Heating

4: 1.) LDA, 2.) Br₂ / 1.) pentane, THF, 15 min, 2.) THF

With bromine; toluene-4-sulfonic acid; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; pentane; benzene;

DOI:10.1021/jo00271a017

Reference yield:

cyclooctane-1,5-dione (1489-74-3) → 2-(phenylseleno)-5-phenyl-4-cycloocten-1-one (119770-17-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / tetrahydrofuran; pentane; diethyl ether / 1 h

2: 77 percent / p-toluenesulfonic acid / benzene / 2 h / Heating

3: 1.) LDA, 2.) Br₂ / 1.) pentane, THF, 15 min, 2.) THF

With bromine; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; pentane; benzene;

DOI:10.1021/jo00271a017

upstream raw materials:

diphenyl diselenide

5-phenyl-4-cycloocten-1-one

1,5-cis,cis-cyclooctadiene

cyclooctane-1,5-diol

Downstream raw materials:

1,5-diphenyl-2-(phenylseleno)-4-cycloocten-1-ol

1,5-diphenylcyclooctatetraene

1,5-diphenyl-1,3,5-cyclooctatriene

2,6-diphenyl-1,3,6-cyclooctatriene