((2-(2-bromo-5-fluorophenoxy)phenyl)ethynyl)trimethylsilane

Base Information

• Chemical Name: ((2-(2-bromo-5-fluorophenoxy)phenyl)ethynyl)trimethylsilane
• CAS No.: 1325219-91-7
• Molecular Formula: C₁₇H₁₆BrFOSi
• Molecular Weight: 363.301
• Mol file: 1325219-91-7.mol

Synonyms:

Chemical Property of ((2-(2-bromo-5-fluorophenoxy)phenyl)ethynyl)trimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((2-(2-bromo-5-fluorophenoxy)phenyl)ethynyl)trimethylsilane

There total 4 articles about ((2-(2-bromo-5-fluorophenoxy)phenyl)ethynyl)trimethylsilane 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: 83.0%

trimethyl(propargyl)silane (13361-64-3) + 1-bromo-4-fluoro-2-(2-iodophenoxy)benzene (1325219-90-6) → ((2-(2-bromo-5-fluorophenoxy)phenyl)ethynyl)trimethylsilane (1325219-91-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/chem.201003559

Reference yield:

C12H9BrFNO (1325219-89-3) → ((2-(2-bromo-5-fluorophenoxy)phenyl)ethynyl)trimethylsilane (1325219-91-7)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid; potassium iodide; sodium nitrite / water; acetonitrile / 5 - 20 °C / Inert atmosphere

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 16 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; toluene-4-sulfonic acid; triethylamine; potassium iodide; sodium nitrite; In water; acetonitrile; 2: Sonogashira coupling;

DOI:10.1002/chem.201003559

Reference yield:

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → ((2-(2-bromo-5-fluorophenoxy)phenyl)ethynyl)trimethylsilane (1325219-91-7)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / dimethyl sulfoxide / 22 h / 95 °C / Inert atmosphere

2: hydrogenchloride; acetic acid; zinc / ethyl acetate / 0 °C / Inert atmosphere

3: toluene-4-sulfonic acid; potassium iodide; sodium nitrite / water; acetonitrile / 5 - 20 °C / Inert atmosphere

4: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 16 h / 20 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; potassium iodide; zinc; sodium nitrite; In water; dimethyl sulfoxide; ethyl acetate; acetonitrile; 4: Sonogashira coupling;

DOI:10.1002/chem.201003559

upstream raw materials:

C₁₂H₉BrFNO

trimethyl(propargyl)silane

1-bromo-4-fluoro-2-(2-iodophenoxy)benzene

ortho-nitrofluorobenzene