(E)-1-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-1-(4''-methoxyphenyl)-2-phenyl-1-butene

Base Information

• Chemical Name: (E)-1-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-1-(4''-methoxyphenyl)-2-phenyl-1-butene
• CAS No.: 865999-30-0
• Molecular Formula: C₂₃H₂₉BO₃
• Molecular Weight: 364.292
• Mol file: 865999-30-0.mol

Synonyms:(E)-1-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-1-(4''-methoxyphenyl)-2-phenyl-1-butene

Chemical Property of (E)-1-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-1-(4''-methoxyphenyl)-2-phenyl-1-butene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-1-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-1-(4''-methoxyphenyl)-2-phenyl-1-butene

There total 3 articles about (E)-1-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-1-(4''-methoxyphenyl)-2-phenyl-1-butene 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: 62.0%

2-[((4-methoxyphenyl)ethynyl)]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane (872356-95-1) + iodobenzene (591-50-4) + ethene (74-85-1) → (E)-1-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-1-(4''-methoxyphenyl)-2-phenyl-1-butene (865999-30-0)

Guidance literature:

ethene; With n-butyllithium; zirconocene dichloride; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

2-[((4-methoxyphenyl)ethynyl)]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane; In tetrahydrofuran; hexane; at 20 ℃; for 1h;

iodobenzene; With isopropyl alcohol; copper(l) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; at 20 ℃; for 1h; Further stages.;

DOI:10.1021/ja075234y

Reference yield: 62.0%

[(C5H5)2Zr(C2H4C(C6H5)C(BO2C2(CH3)4))] + para-iodoanisole (696-62-8) → (E)-1-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-1-(4''-methoxyphenyl)-2-phenyl-1-butene (865999-30-0)

Guidance literature:

With isopropyl alcohol; copper(l) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at room temp.;

DOI:10.1021/ja075234y

Reference yield: 60.0%

1,1-bis(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-2-phenyl-1-butene (865999-18-4) + para-iodoanisole (696-62-8) → (E)-1-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-1-(4''-methoxyphenyl)-2-phenyl-1-butene (865999-30-0)

Guidance literature:

With potassium hydroxide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tri-tert-butyl phosphine; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1021/ja054484g

upstream raw materials:

1,1-bis(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-2-phenyl-1-butene

para-iodoanisole

2-[((4-methoxyphenyl)ethynyl)]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane

iodobenzene

Downstream raw materials:

(E)-1-(4-methoxyphenyl)-1-(4-methylphenyl)-2-phenyl-1-butene