(7-methyl-3-methyleneoct-6-en-1-yl)benzene

Base Information

• Chemical Name: (7-methyl-3-methyleneoct-6-en-1-yl)benzene
• CAS No.: 1642593-51-8
• Molecular Formula: C₁₆H₂₂
• Molecular Weight: 214.351
• Mol file: 1642593-51-8.mol

Synonyms:(7-methyl-3-methyleneoct-6-en-1-yl)benzene

Chemical Property of (7-methyl-3-methyleneoct-6-en-1-yl)benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7-methyl-3-methyleneoct-6-en-1-yl)benzene

There total 4 articles about (7-methyl-3-methyleneoct-6-en-1-yl)benzene 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: 68.0%

7-methyl-1-phenyloct-6-en-3-one (35519-96-1) + Methyltriphenylphosphonium bromide (1779-49-3) → (7-methyl-3-methyleneoct-6-en-1-yl)benzene (1642593-51-8)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

7-methyl-1-phenyloct-6-en-3-one; In tetrahydrofuran; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.3762/bjoc.10.128

Reference yield:

1-bromo-4-methylpent-3-ene (2270-59-9) → (7-methyl-3-methyleneoct-6-en-1-yl)benzene (1642593-51-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: magnesium; ethylene dibromide / diethyl ether / 2 h / 0 °C / Inert atmosphere

1.2: 18 h / 0 - 20 °C / Inert atmosphere

2.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 16 h / -78 - 20 °C

3.1: potassium tert-butylate / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

3.2: 16 h / 0 - 20 °C / Inert atmosphere

With oxalyl dichloride; potassium tert-butylate; magnesium; dimethyl sulfoxide; ethylene dibromide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: |Grignard Reaction / 1.2: |Grignard Reaction / 2.1: |Swern Oxidation / 3.1: |Wittig Olefination / 3.2: |Wittig Olefination;

DOI:10.3762/bjoc.10.128

Reference yield:

3-phenyl-propionaldehyde (104-53-0) → (7-methyl-3-methyleneoct-6-en-1-yl)benzene (1642593-51-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: magnesium; ethylene dibromide / diethyl ether / 2 h / 0 °C / Inert atmosphere

1.2: 18 h / 0 - 20 °C / Inert atmosphere

2.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 16 h / -78 - 20 °C

3.1: potassium tert-butylate / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

3.2: 16 h / 0 - 20 °C / Inert atmosphere

With oxalyl dichloride; potassium tert-butylate; magnesium; dimethyl sulfoxide; ethylene dibromide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: |Grignard Reaction / 1.2: |Grignard Reaction / 2.1: |Swern Oxidation / 3.1: |Wittig Olefination / 3.2: |Wittig Olefination;

DOI:10.3762/bjoc.10.128

upstream raw materials:

1-bromo-4-methylpent-3-ene

3-phenyl-propionaldehyde

7-methyl-1-phenyloct-6-en-3-one

Methyltriphenylphosphonium bromide