4-methyl-N-(4-methylphenyl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine

Base Information

• Chemical Name: 4-methyl-N-(4-methylphenyl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine
• CAS No.: 528610-00-6
• Molecular Formula: C₂₆H₃₀BNO₂
• Molecular Weight: 399.341

Synonyms:4-methyl-N-(4-methylphenyl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine

Chemical Property of 4-methyl-N-(4-methylphenyl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine

Chemical Property:

Purity/Quality:

99%,98%, ^*data from raw suppliers

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Technology Process of 4-methyl-N-(4-methylphenyl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine

There total 8 articles about 4-methyl-N-(4-methylphenyl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine 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: 74.0%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 4-bromo-N,N-di-p-tolylaniline (58047-42-0) → 4-methyl-N-(4-methylphenyl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine (528610-00-6)

Guidance literature:

4-bromo-N,N-di-p-tolylaniline; With n-butyllithium; In tetrahydrofuran; hexane; at -80 ℃; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at -80 - 20 ℃; Inert atmosphere;

DOI:10.1039/c4nj01695e

Reference yield: 58.0%

4-bromo-N,N-di-p-tolylaniline (58047-42-0) + bis(pinacol)diborane (73183-34-3) → 4-methyl-N-(4-methylphenyl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine (528610-00-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In toluene; at 105 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.jphotochem.2019.112139

Reference yield:

di-p-tolylamine (620-93-9) → 4-methyl-N-(4-methylphenyl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine (528610-00-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 55 percent / KOH; CuCl; 1,10-phenanthroline / o-xylene / 1 h / 145 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C

2.2: 71 percent / hexane; tetrahydrofuran / -78 - 20 °C

With potassium hydroxide; n-butyllithium; 1,10-Phenanthroline; copper(l) chloride; In tetrahydrofuran; hexane; o-xylene;

DOI:10.1016/j.tetlet.2005.07.150

upstream raw materials:

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4-bromo-N,N-di-p-tolylaniline

1,4-bromoiodobenzene

di-p-tolylamine

Downstream raw materials:

CH₃CH₂OCH₂CH₂OC₆H₄CH₂CH₂Ge(CH₃)2C₆H₄[C₆H₄N(C₆H₄CH₃)C₆H₄]3CH₃

4-methyl-N-(4-(5-(6-phenyl-2,2'-bipyridin-4-yl)thiophen-2-yl)phenyl)-N-p-tolylaniline

4-methyl-N-p-tolyl-N-[4-[5-[6-[3-(trifluoromethyl)phenyl]-2,2'-bipyridin-4-yl]thiophen-2-yl]phenyl]aniline

4-[5-[6-(3-methoxyphenyl)-2,2'-bipyridin-4-yl]thiophen-2-yl]-N,N-di-p-tolylaniline

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