2-(4-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetic acid

Base Information

• Chemical Name: 2-(4-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetic acid
• CAS No.: 1255945-85-7
• Molecular Formula: C14H18BFO4
• Molecular Weight: 280.104
• Hs Code.: 2934999090
• Mol file: 1255945-85-7.mol

Synonyms:2-(4-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetic acid

Chemical Property of 2-(4-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetic acid

Chemical Property:

• Boiling Point: 410.9±40.0 °C(Predicted)
• PKA: 4.29±0.10(Predicted)
• PSA: 55.76000
• Density: 1.18±0.1 g/cm3(Predicted)
• LogP: 1.75200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

[4-fluoro-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]aceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetic acid

There total 4 articles about 2-(4-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetic acid 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: 65.0%

[4-fluoro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid methyl ester (944317-66-2) → [4-fluoro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid (1255945-85-7)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 4h;

Reference yield: 43.0%

2-(3-bromo-4-fluorophenyl)acetic acid (194019-11-9) + bis(pinacol)diborane (73183-34-3) → [4-fluoro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid (1255945-85-7)

Guidance literature:

2-(3-bromo-4-fluorophenyl)acetic acid; bis(pinacol)diborane; With potassium acetate; dichlorobis(diphenylphosphine)palladium(II); In 1,4-dioxane; at 90 ℃; for 24h; Inert atmosphere;

With sodium hydrogencarbonate; In 1,4-dioxane; water; ethyl acetate;

With hydrogenchloride; In water;

Reference yield:

methyl 2-(3-bromo-4-fluoro-phenyl)acetate (885681-61-8) → [4-fluoro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid (1255945-85-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / toluene / 3 h / Inert atmosphere; Reflux

2: lithium hydroxide; water / tetrahydrofuran / 4 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; potassium acetate; lithium hydroxide; In tetrahydrofuran; toluene;

upstream raw materials:

2-(3-bromo-4-fluorophenyl)acetic acid

bis(pinacol)diborane

methyl 2-(3-bromo-4-fluoro-phenyl)acetate

[4-fluoro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid methyl ester

Downstream raw materials:

C₃₁H₄₂BFN₂O₅

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