4-(4,4,5,5-TetraMethyl-[1,3,2]dioxaborolan-2-yl)-2-trifluoroMethyl-phenol

Base Information

• Chemical Name: 4-(4,4,5,5-TetraMethyl-[1,3,2]dioxaborolan-2-yl)-2-trifluoroMethyl-phenol
• CAS No.: 1243143-45-4
• Molecular Formula: C₁₃H₁₆BF₃O₃
• Molecular Weight: 288.074
• Mol file: 1243143-45-4.mol

Synonyms:4‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐2‐(trifluoromethyl)phenol

Chemical Property of 4-(4,4,5,5-TetraMethyl-[1,3,2]dioxaborolan-2-yl)-2-trifluoroMethyl-phenol

Chemical Property:

• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

4-Hydroxy-3-trifluoromethylphenylboronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(4,4,5,5-TetraMethyl-[1,3,2]dioxaborolan-2-yl)-2-trifluoroMethyl-phenol

There total 5 articles about 4-(4,4,5,5-TetraMethyl-[1,3,2]dioxaborolan-2-yl)-2-trifluoroMethyl-phenol 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: 73.0%

4-bromo-2-(trifluoromethyl)phenol (50824-04-9) + bis(pinacol)diborane (73183-34-3) → 4‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐2‐(trifluoromethyl)phenol (1243143-45-4)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 110 ℃;

DOI:10.1039/c8sc04896g

Reference yield: 55.0%

→ 4‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐2‐(trifluoromethyl)phenol (1243143-45-4)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 90 ℃; Inert atmosphere;

Reference yield:

tetrapropylammonium 2-(trifluoromethyl)phenylsulfate + bis(pinacol)diborane (73183-34-3) → 4‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐2‐(trifluoromethyl)phenol (1243143-45-4) + C13H16BF3O3

Guidance literature:

tetrapropylammonium 2-(trifluoromethyl)phenylsulfate; bis(pinacol)diborane; With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-Dimethoxy-2,2'-bipyridin; In 1,4-dioxane; at 40 ℃; for 10h; Glovebox;

With hydrogenchloride; In 1,4-dioxane; water; for 1h; pH=1 - 2; regioselective reaction; Glovebox;

DOI:10.1021/jacs.9b08464

upstream raw materials:

4-bromo-2-(trifluoromethyl)phenol

bis(pinacol)diborane

2-(trifluoromethyl)phenol

Downstream raw materials:

(S)-3-(4-hydroxy-3-trifluoromethyl-phenyl)-cyclopentanone