5-(4-butyl-octa-2,3-dienyl)-cyclohexa-1,3-diene

Base Information

• Chemical Name: 5-(4-butyl-octa-2,3-dienyl)-cyclohexa-1,3-diene
• CAS No.: 386731-98-2
• Molecular Formula: C₁₈H₂₈
• Molecular Weight: 244.42
• Mol file: 386731-98-2.mol

Synonyms:5-(4-butyl-octa-2,3-dienyl)-cyclohexa-1,3-diene

Chemical Property of 5-(4-butyl-octa-2,3-dienyl)-cyclohexa-1,3-diene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(4-butyl-octa-2,3-dienyl)-cyclohexa-1,3-diene

There total 6 articles about 5-(4-butyl-octa-2,3-dienyl)-cyclohexa-1,3-diene 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: 52.0%

n-butyllithium (109-72-8,29786-93-4) + 1-cyclohexa-2,4-dienyl-oct-3-yn-2-ol (386731-94-8) → 5-(4-butyl-octa-2,3-dienyl)-cyclohexa-1,3-diene (386731-98-2)

Guidance literature:

1-cyclohexa-2,4-dienyl-oct-3-yn-2-ol; With n-butyllithium; methanesulfonyl chloride; In tetrahydrofuran; hexane; at 20 ℃;

n-butyllithium; With copper(l) iodide; In tetrahydrofuran; diethyl ether; hexane; at -78 - 0 ℃; Further stages.;

DOI:10.1021/jo0157324

Reference yield:

dimethyl (2,4-cyclohexadien-1-yl)malonate (104307-70-2) → 5-(4-butyl-octa-2,3-dienyl)-cyclohexa-1,3-diene (386731-98-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 91 percent / NaCN; water / dimethylsulfoxide / 30 h / 75 °C

2.1: trimethylaluminum / CH₂Cl₂; hexane / 0.25 h / 20 °C

2.2: 90 percent / CH₂Cl₂; hexane / 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.83 h / 0 - 20 °C

4.1: 474 mg / DIBALH / diethyl ether; toluene / 0.25 h / -78 °C

5.1: n-BuLi; mesyl chloride / tetrahydrofuran; hexane / 20 °C

5.2: 52 percent / CuI / tetrahydrofuran; hexane; diethyl ether / -78 - 0 °C

With n-butyllithium; sodium cyanide; water; trimethylaluminum; diisobutylaluminium hydride; methanesulfonyl chloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; toluene;

DOI:10.1021/jo0157324

Reference yield:

2-(2,4-cyclohexadienyl)acetic acid methyl ester (104307-72-4) → 5-(4-butyl-octa-2,3-dienyl)-cyclohexa-1,3-diene (386731-98-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: trimethylaluminum / CH₂Cl₂; hexane / 0.25 h / 20 °C

1.2: 90 percent / CH₂Cl₂; hexane / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.83 h / 0 - 20 °C

3.1: 474 mg / DIBALH / diethyl ether; toluene / 0.25 h / -78 °C

4.1: n-BuLi; mesyl chloride / tetrahydrofuran; hexane / 20 °C

4.2: 52 percent / CuI / tetrahydrofuran; hexane; diethyl ether / -78 - 0 °C

With n-butyllithium; trimethylaluminum; diisobutylaluminium hydride; methanesulfonyl chloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene;

DOI:10.1021/jo0157324

upstream raw materials:

n-butyllithium

1-cyclohexa-2,4-dienyl-oct-3-yn-2-ol

dimethyl (2,4-cyclohexadien-1-yl)malonate

2-(2,4-cyclohexadienyl)acetic acid methyl ester