9-ethyl-9H-carbazole-3-boronic acid pinacol ester

Base Information

• Chemical Name: 9-ethyl-9H-carbazole-3-boronic acid pinacol ester
• CAS No.: 1020657-86-6
• Molecular Formula: C20H24BNO2
• Molecular Weight: 321.227
• Hs Code.: 2934999090
• Mol file: 1020657-86-6.mol

Synonyms:9-ethyl-9H-carbazole-3-boronic acid pinacol ester;9-Ethyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-9H-carbazole;9-Ethyl-3-carbazolyl boronic acid pinacol ester

Chemical Property of 9-ethyl-9H-carbazole-3-boronic acid pinacol ester

Chemical Property:

• Melting Point: 115-120°C
• PSA: 23.39000
• LogP: 4.11360

Purity/Quality:

97% ^*data from raw suppliers

9-Ethyl-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9-ethyl-9H-carbazole-3-boronic acid pinacol ester

There total 9 articles about 9-ethyl-9H-carbazole-3-boronic acid pinacol ester 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: 93.0%

9-ethyl-N,N,N-trimethyl-9H-carbazol-3-aminium trifluoromethanesulfonate + bis(pinacol)diborane (73183-34-3) → 9-ethyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-9H-carbazole (1020657-86-6)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; potassium tert-butylate; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride; In 2-ethoxy-ethanol; toluene; at 50 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.5b02557

Reference yield: 86.0%

3-bromo-9-ethyl-9H-carbazole (57102-97-3) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 9-ethyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-9H-carbazole (1020657-86-6)

Guidance literature:

3-bromo-9-ethyl-9H-carbazole; With n-butyllithium; In tetrahydrofuran; at -75 ℃; for 1h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere;

Reference yield: 74.0%

3-bromo-9-ethyl-9H-carbazole (57102-97-3) + dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (185990-03-8) → 9-ethyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-9H-carbazole (1020657-86-6)

Guidance literature:

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane; With potassium methanolate; In 1,2-dimethoxyethane; at 30 ℃; for 0.166667h;

3-bromo-9-ethyl-9H-carbazole; In 1,2-dimethoxyethane; at 30 ℃; for 1h;

DOI:10.1039/c5sc00384a

upstream raw materials:

3-bromo-9H-carbazole

3-bromo-9-ethyl-9H-carbazole

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

9H-carbazole