(E)-(3,6-dimethylhept-4-en-1-yl)benzene

Base Information

• Chemical Name: (E)-(3,6-dimethylhept-4-en-1-yl)benzene
• CAS No.: 1378250-03-3
• Molecular Formula: C₁₅H₂₂
• Molecular Weight: 202.34
• Mol file: 1378250-03-3.mol

Synonyms:

Chemical Property of (E)-(3,6-dimethylhept-4-en-1-yl)benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(3,6-dimethylhept-4-en-1-yl)benzene

There total 6 articles about (E)-(3,6-dimethylhept-4-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:

5,5-dimethyl-2-{[(3S,4Z)-2-methylhex-4-en-3-yl]oxy}-1,3,2-dioxaphosphinane-2-oxide (1378249-70-7) + 9-phenethyl-9-bora-bicyclo[3.3.1]nonane (67753-90-6) → (E)-(3,6-dimethylhept-4-en-1-yl)benzene (1378250-03-3) + (E)-(3,6-dimethylhept-4-en-1-yl)benzene (1378250-04-4)

Guidance literature:

With potassium methanolate; copper (I) acetate; 9-methoxy-9-BBN; In toluene; at 25 - 80 ℃; for 18h; optical yield given as %ee; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ja302520h

Reference yield:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) → (E)-(3,6-dimethylhept-4-en-1-yl)benzene (1378250-03-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 1 h / 60 °C / Inert atmosphere

2: potassium tert-butylate; copper (I) acetate / tetrahydrofuran / 18 h / 25 - 40 °C / Inert atmosphere

With potassium tert-butylate; copper (I) acetate; In tetrahydrofuran;

DOI:10.1021/ja302520h

Reference yield:

(-)-(4S)-5-methyl-2-hexyn-4-ol (89998-89-0) → (E)-(3,6-dimethylhept-4-en-1-yl)benzene (1378250-03-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: bis(cyclopentadienyl)titanium dichloride; isobutylmagnesium bromide / Inert atmosphere

2.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: potassium tert-butylate; copper (I) acetate / tetrahydrofuran / 18 h / 25 - 40 °C / Inert atmosphere

With bis(cyclopentadienyl)titanium dichloride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; isobutylmagnesium bromide; potassium tert-butylate; copper (I) acetate; In tetrahydrofuran; hexane;

DOI:10.1021/ja302520h

upstream raw materials:

styrene

5,5-dimethyl-2-{[(3S,4Z)-2-methylhex-4-en-3-yl]oxy}-1,3,2-dioxaphosphinane-2-oxide

9-phenethyl-9-bora-bicyclo[3.3.1]nonane

(-)-(4S)-5-methyl-2-hexyn-4-ol