(E,E)-[4-(4-methoxyphenyl)-1,3-butadienyl]dimethylbenzylsilane

Base Information

• Chemical Name: (E,E)-[4-(4-methoxyphenyl)-1,3-butadienyl]dimethylbenzylsilane
• CAS No.: 857350-07-3
• Molecular Formula: C₂₀H₂₄OSi
• Molecular Weight: 308.495
• Mol file: 857350-07-3.mol

Synonyms:(E,E)-[4-(4-methoxyphenyl)-1,3-butadienyl]dimethylbenzylsilane

Chemical Property of (E,E)-[4-(4-methoxyphenyl)-1,3-butadienyl]dimethylbenzylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E,E)-[4-(4-methoxyphenyl)-1,3-butadienyl]dimethylbenzylsilane

There total 5 articles about (E,E)-[4-(4-methoxyphenyl)-1,3-butadienyl]dimethylbenzylsilane 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: 88.0%

(E,E)-[4-(benzyldimethylsilyl)-1,3-butadienyl]dimethylsilanol (857350-04-0) + para-iodoanisole (696-62-8) → (E,E)-[4-(4-methoxyphenyl)-1,3-butadienyl]dimethylbenzylsilane (857350-07-3)

Guidance literature:

With potassium trimethylsilonate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; at 20 ℃; for 1h;

DOI:10.1021/ja0518373

Reference yield:

(E)-1-(benzyldimethylsilyl)-1-buten-3-yne (857350-26-6) → (E,E)-[4-(4-methoxyphenyl)-1,3-butadienyl]dimethylbenzylsilane (857350-07-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: t-Bu₃P*Pt(DVDS) / xylene; tetrahydrofuran / 1 h / 20 °C

1.2: 85 percent / acetate buffer / acetonitrile / 6 h / 20 °C / pH 5.0

2.1: 88 percent / potassium trimethylsilanolate; Pd(dba)2 / dioxane / 1 h / 20 °C

With t-Bu₃P*Pt(DVDS); potassium trimethylsilonate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; xylene;

DOI:10.1021/ja0518373

Reference yield:

(E)-1,4-bis(benzyldimethylsilyl)-1-buten-3-yne (857350-25-5) → (E,E)-[4-(4-methoxyphenyl)-1,3-butadienyl]dimethylbenzylsilane (857350-07-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 94 percent / NaOMe; methanol / 2 h / 20 °C

2.1: t-Bu₃P*Pt(DVDS) / xylene; tetrahydrofuran / 1 h / 20 °C

2.2: 85 percent / acetate buffer / acetonitrile / 6 h / 20 °C / pH 5.0

3.1: 88 percent / potassium trimethylsilanolate; Pd(dba)2 / dioxane / 1 h / 20 °C

With methanol; t-Bu₃P*Pt(DVDS); potassium trimethylsilonate; sodium methylate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; xylene;

DOI:10.1021/ja0518373

upstream raw materials:

(E,E)-[4-(benzyldimethylsilyl)-1,3-butadienyl]dimethylsilanol

para-iodoanisole

(E)-1-(benzyldimethylsilyl)-1-buten-3-yne

(E)-1,4-bis(benzyldimethylsilyl)-1-buten-3-yne

Downstream raw materials:

(E,E)-1-methoxy-4-[4-(4-methylphenyl)-1,3-butadienyl]benzene

(1E,3E)-1,4-bis(4-methoxyphenyl)buta-1,3-diene