4-Ethoxycarbonyl-2-fluorophenylboronic acid, pinacol ester

Base Information

• Chemical Name: 4-Ethoxycarbonyl-2-fluorophenylboronic acid, pinacol ester
• CAS No.: 851334-92-4
• Molecular Formula: C15H20BFO4
• Molecular Weight: 294.131
• Hs Code.: 2934999090
• Mol file: 851334-92-4.mol

Synonyms:

Chemical Property of 4-Ethoxycarbonyl-2-fluorophenylboronic acid, pinacol ester

Chemical Property:

• PSA: 44.76000
• LogP: 2.30160
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

4-Ethoxycarbonyl-2-fluorophenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Ethoxycarbonyl-2-fluorophenylboronic acid, pinacol ester

There total 4 articles about 4-Ethoxycarbonyl-2-fluorophenylboronic 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: 80.0%

ethyl 3-fluorobenzoate (451-02-5) + bis(pinacol)diborane (73183-34-3) → Ethyl 3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (851334-92-4)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; C₂₉H₃₁N₃; In 1,4-dioxane; at 80 ℃; for 24h; regioselective reaction;

DOI:10.1021/acscatal.1c01206

Reference yield:

ethyl 3-fluorobenzoate (451-02-5) + bis(pinacol)diborane (73183-34-3) → Ethyl 3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (851334-92-4) + ethyl 3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (1186000-05-4)

Guidance literature:

With trans-(^iPrPNP)Co(H)₂BPin; In tetrahydrofuran; at 50 ℃; for 24h; Reagent/catalyst; Temperature; Overall yield = 94 %; Overall yield = 0.153 g; Inert atmosphere; Glovebox;

DOI:10.1021/jacs.6b13346

Reference yield:

3-fluorobenzoic acid (455-38-9) → Ethyl 3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (851334-92-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 12 h / 100 °C / Sealed tube

2: 8-([2,2'-bipyridin]-5-yl)quinolin-2(1H)-one; potassium tert-butylate; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer / tetrahydrofuran / 12 h / 80 °C / Glovebox; Sealed tube

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; sulfuric acid; 8-([2,2'-bipyridin]-5-yl)quinolin-2(1H)-one; potassium tert-butylate; In tetrahydrofuran;

DOI:10.1021/jacs.7b04490

upstream raw materials:

ethyl 3-fluorobenzoate

bis(pinacol)diborane

3-fluorobenzoic acid