[4-(9H-carbazol-9-yl)-2-methylphenyl]boronic acid

Base Information

Chemical Name:[4-(9H-carbazol-9-yl)-2-methylphenyl]boronic acid
CAS No.:699119-26-1
Molecular Formula:C₁₉H₁₆BNO₂
Molecular Weight:301.153
Hs Code.:

Synonyms:[4-(9H-carbazol-9-yl)-2-methylphenyl]boronic acid

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Chemical Property of [4-(9H-carbazol-9-yl)-2-methylphenyl]boronic acid

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Technology Process of [4-(9H-carbazol-9-yl)-2-methylphenyl]boronic acid

There total 5 articles about [4-(9H-carbazol-9-yl)-2-methylphenyl]boronic acid 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: 50.0%

: 593-90-8
trimethylborane

: 699119-23-8
9-(4-bromo-3-methyl-phenyl)-9H-carbazole

: 699119-26-1
[4-(9H-carbazol-9-yl)-2-methylphenyl]boronic acid

Guidance literature:: With Li(CH₂)3CH₃; In tetrahydrofuran; (under N2); Li(CH2)3CH3 added dropwise to soln. of ligand in THF cooledin ice bath, stirred for 15 min, B(CH3)3 added, kept in cooling bath fo r 30 min, warmed to room temp., 3 h; solvent removed under reduced pressure, HCl added, stirred for 30 min, solvent evapd., residue sepd. by flash column chromy., eluted with CH2Cl2and MeOH;
DOI:10.1039/c0nj00091d

Reference yield:

: 615-59-8
1,4-dibromo-2-methylbenzene

: 699119-26-1
[4-(9H-carbazol-9-yl)-2-methylphenyl]boronic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: copper(l) iodide; potassium phosphate; trans-1,2-Diaminocyclohexane / toluene / 24 h / 110 °C / Inert atmosphere; sealed tube

2.1: n-butyllithium / tetrahydrofuran / Inert atmosphere; Cooling with acetone-dry ice

2.2: 20 °C / Inert atmosphere; Cooling with acetone-dry ice

3.1: hydrogenchloride; water / 0.5 h / Inert atmosphere

With hydrogenchloride; potassium phosphate; copper(l) iodide; n-butyllithium; trans-1,2-Diaminocyclohexane; water; In tetrahydrofuran; toluene;
DOI:10.1039/c0nj00091d

Reference yield:

: 699119-23-8
9-(4-bromo-3-methyl-phenyl)-9H-carbazole

: 699119-26-1
[4-(9H-carbazol-9-yl)-2-methylphenyl]boronic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / Inert atmosphere; Cooling with acetone-dry ice

1.2: 20 °C / Inert atmosphere; Cooling with acetone-dry ice

2.1: hydrogenchloride; water / 0.5 h / Inert atmosphere

With hydrogenchloride; n-butyllithium; water; In tetrahydrofuran;
DOI:10.1039/c0nj00091d