5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Base Information

• Chemical Name: 5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
• CAS No.: 943310-52-9
• Molecular Formula: C₁₃H₁₆BFO₃
• Molecular Weight: 250.078
• Mol file: 943310-52-9.mol

Synonyms:5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Chemical Property of 5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Chemical Property:

Purity/Quality:

99%, ^*data from raw suppliers

5-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

There total 5 articles about 5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 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: 87.0%

2-bromo-5-fluorobenzaldehyde (94569-84-3) + bis(pinacol)diborane (73183-34-3) → 5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (943310-52-9)

Guidance literature:

With palladium diacetate; caesium carbonate; In water; dimethyl sulfoxide; at 100 ℃; for 16h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Industrial scale;

Reference yield: 75.0%

(4-fluoro-2-formylphenyl)boronic acid (825644-26-6) + 2,3-dimethyl-2,3-butane diol (76-09-5) → 5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (943310-52-9)

Guidance literature:

In benzene; for 14h; Reflux; Inert atmosphere; Dean-Stark;

Reference yield: 72.0%

N-tert-butyl-1-(3-fluorophenyl)methanimine + bis(pinacol)diborane (73183-34-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (943310-52-9)

Guidance literature:

With 8-amino quinoline; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In tetrahydrofuran; at 90 ℃; for 12h; Glovebox;

DOI:10.1021/jacs.5b11683

upstream raw materials:

bis(pinacol)diborane

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

3-Fluorobenzaldehyde

2-bromo-5-fluorobenzaldehyde

Downstream raw materials:

tavaborole

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