2-Chloro-5-formylphenylboronic acid pinacol ester

Base Information

• Chemical Name: 2-Chloro-5-formylphenylboronic acid pinacol ester
• CAS No.: 1112209-14-9
• Molecular Formula: C₁₃H₁₆BClO₃
• Molecular Weight: 266.532
• Mol file: 1112209-14-9.mol

Synonyms:C₁₃H₁₆BClO₃

Chemical Property of 2-Chloro-5-formylphenylboronic acid pinacol ester

Chemical Property:

• Boiling Point: 374.8±32.0 °C(Predicted)
• Density: 1.16±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-5-formylphenylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Chloro-5-formylphenylboronic acid pinacol ester

There total 4 articles about 2-Chloro-5-formylphenylboronic 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: 66.0%

N-(4-chlorobenzylidene)methylamine (13114-22-2) + bis(pinacol)diborane (73183-34-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → C13H16BClO3 (1112209-14-9)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 3,4,7,8-Tetramethyl-o-phenanthrolin; In tetrahydrofuran; at 90 ℃; for 12h; Reagent/catalyst; Glovebox;

DOI:10.1021/jacs.5b11683

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) + 2-chloro-5-(hydroxymethyl)phenylboronic acid (1150114-78-5) → C13H16BClO3 (1112209-14-9)

Guidance literature:

With magnesium sulfate; In methanol; at 20 ℃; for 6h;

DOI:10.3390/molecules181012346

Reference yield:

(p-chlorobenzylidene)(tert-butyl)amine (943-72-6,86402-00-8) + bis(pinacol)diborane (73183-34-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → C13H16BClO3 (1112209-14-9) + 4-chloro-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzaldehyde (1246633-36-2)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 3,4,7,8-Tetramethyl-o-phenanthrolin; In tetrahydrofuran; at 90 ℃; for 12h; Reagent/catalyst; Overall yield = 76 %; Glovebox;

DOI:10.1021/jacs.5b11683

upstream raw materials:

2,3-dimethyl-2,3-butane diol

2-chloro-5-(hydroxymethyl)phenylboronic acid

4-chlorobenzaldehyde

(p-chlorobenzylidene)(tert-butyl)amine

Downstream raw materials:

2-[4-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]isoindoline-1,3-dione

[4-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine

[4-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol

Refernces

• 1、 Chung, Sheng-Hsuan,Lin, Ting-Ju,Hu, Qian-Yu,Tsai, Chia-Hua,Pan, Po-Shen. "Synthesis of boron-containing primary amines". . p. 12346 - 12367. Retrieved 2013/11/06.