methyl 2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Base Information

• Chemical Name: methyl 2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
• CAS No.: 955929-54-1
• Molecular Formula: C15H21BO4
• Molecular Weight: 276.14
• Hs Code.: 2934999090
• Mol file: 955929-54-1.mol

Synonyms:2-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid methyl ester;

Chemical Property of methyl 2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Chemical Property:

• Vapor Pressure: 0.0±0.8 mmHg at 25°C
• Boiling Point: 375.0±35.0 °C at 760 mmHg
• Flash Point: 180.6±25.9 °C
• PSA: 44.76000
• Density: 1.1±0.1 g/cm3
• LogP: 2.08080
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Methyl 2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

There total 2 articles about methyl 2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 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: 82.0%

methyl 3-bromo-2-methylbenzoate (99548-54-6) + bis(pinacol)diborane (73183-34-3) → methyl 2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)benzoate (955929-54-1)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 85 ℃; for 3h; Inert atmosphere; Sealed tube;

Reference yield:

3-bromo-2-methylbenzoic acid (76006-33-2) → methyl 2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)benzoate (955929-54-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid / 22 h / Reflux

1.2: pH 7 - 8

2.1: potassium acetate / triphenylphosphine; bis(triphenylphosphine)benzylideneruthenium(II) dichloride / 1,4-dioxane / 20 - 100 °C / Inert atmosphere

With sulfuric acid; potassium acetate; bis(triphenylphosphine)benzylideneruthenium(II) dichloride; triphenylphosphine; In 1,4-dioxane;

Reference yield: 92.0%

methyl 2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)benzoate (955929-54-1) + methyl 3-bromo-2-methylbenzoate (99548-54-6) → dimethyl 2,2’-dimethyl-[1,1’-biphenyl]-3,3’-dicarboxylate (727381-70-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride; In 1,4-dioxane; water; at 110 ℃; Inert atmosphere;

upstream raw materials:

methyl 3-bromo-2-methylbenzoate

bis(pinacol)diborane

3-bromo-2-methylbenzoic acid

Downstream raw materials:

methyl 3-[2-(2-{[tert-butyl(dimethyl)silyl]oxy}ethoxy)-4,6-dimethylpyrimidin-5-yl]-2-methylbenzoate

(S)-methyl 2-methyl-3-(8-(6-(2-methylpyrrolidin-1-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoate

methyl 2-(bromomethyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)benzoate

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