2-(3-fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(3-fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1310048-95-3
• Molecular Formula: C₁₃H₁₈BFO₂
• Molecular Weight: 236.094
• Mol file: 1310048-95-3.mol

Synonyms:2-(3-fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 2-(3-fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Boiling Point: 269.4±23.0 °C(Predicted)
• Density: 1.04±0.1 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol

Purity/Quality:

97% ^*data from raw suppliers

3-Fluorophenylmethylboronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3-fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 4 articles about 2-(3-fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 72.0%

m-fluorophenyl trifluoromethanesulfonate (57606-65-2) + 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane (78782-17-9) → 2-(3-fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1310048-95-3)

Guidance literature:

With tetra(n-butyl)ammonium hydroxide; palladium diacetate; triphenylphosphine; In 1,4-dioxane; water; at 20 ℃; Inert atmosphere;

DOI:10.1039/c6ra09959a

Reference yield: 69.0%

3-fluorobromobenzene (1073-06-9) + 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane (78782-17-9) → 2-(3-fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1310048-95-3)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; potassium hydroxide; In 1,4-dioxane; water; at 25 ℃; for 3h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/ol201115k

Reference yield: 61.0%

3-fluoro-benzenemethanol (456-47-3) + bis(pinacol)diborane (73183-34-3) → 2-(3-fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1310048-95-3)

Guidance literature:

With titanium(IV) isopropylate; tetrakis(acetonitrile)copper(II) tetrafluoroborate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tert-butyl methyl ether; at 100 ℃; for 24h; Glovebox; Inert atmosphere;

DOI:10.1021/acs.orglett.7b00256

upstream raw materials:

3-fluorobromobenzene

4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane

m-fluorophenyl trifluoromethanesulfonate

3-fluoro-benzenemethanol

Downstream raw materials:

C₂₇H₂₈FN₃O₃

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