(3-CHLORO-4-METHOXYCARBONYL)BENZENEBORONIC ACID PINACOL ESTER

Base Information

• Chemical Name: (3-CHLORO-4-METHOXYCARBONYL)BENZENEBORONIC ACID PINACOL ESTER
• CAS No.: 334018-52-9
• Molecular Formula: C14H18BClO4
• Molecular Weight: 296.559
• Hs Code.: 2934999090
• Mol file: 334018-52-9.mol

Synonyms:Methyl 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate;(3-Chloro-4-methoxycarbonyl)benzeneboronic acid pinacol ester;

Chemical Property of (3-CHLORO-4-METHOXYCARBONYL)BENZENEBORONIC ACID PINACOL ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 48-51 °C
• Refractive Index: 1.511
• Boiling Point: 387.704 °C at 760 mmHg
• Flash Point: 188.277 °C
• PSA: 44.76000
• Density: 1.179 g/cm³
• LogP: 2.42580
• Storage Temp.: Keep Cold
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

98%min ^*data from raw suppliers

3-Chloro-4-methoxycarbonylphenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Methoxycarbonyl-3-chlorobenzeneboronic acid pinacol ester is used as organic reagents.

Technology Process of (3-CHLORO-4-METHOXYCARBONYL)BENZENEBORONIC ACID PINACOL ESTER

There total 1 articles about (3-CHLORO-4-METHOXYCARBONYL)BENZENEBORONIC 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:

4-bromo-2-chlorobenzoic acid methyl ester (185312-82-7) + bis(pinacol)diborane (73183-34-3) → methyl 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (334018-52-9)

Guidance literature:

With potassium acetate; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; at 100 ℃;

DOI:10.1021/jm701324c

Reference yield: 100.0%

methyl 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (334018-52-9) + C15H19BrN4O2 (1033244-97-1) → C23H25ClN4O4 (1330075-49-4)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tripotassium phosphate "n" hydrate; In 1,4-dioxane; water; at 80 - 95 ℃;

DOI:10.1016/j.bmcl.2011.05.115

Reference yield: 76.0%

methyl 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (334018-52-9) + [3-(3,5-dichlorophenyl)-3-(trifluoromethyl)cyclopenten-1-yl]trifluoromethanesulfonate → methyl 2-chloro-4-[3-(3,5-dichlorophenyl)-3-(trifluoromethyl)cyclopenten-1-yl]benzoate

Guidance literature:

methyl 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate; [3-(3,5-dichlorophenyl)-3-(trifluoromethyl)cyclopenten-1-yl]trifluoromethanesulfonate; With potassium phosphate; In tetrahydrofuran; at 20 - 25 ℃; for 0.166667h;

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; Reflux; Inert atmosphere;

upstream raw materials:

4-bromo-2-chlorobenzoic acid methyl ester

bis(pinacol)diborane

Downstream raw materials:

[3-chloro-4-(methoxycarbonyl)phenyl]boronic acid

C₂₂H₂₅ClN₆O

C₂₂H₂₃ClN₄O₄

C₃₂H₄₁ClN₆O₅

Refernces