2-{[2-({2-[(4-chlorophenyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}aniline

Base Information

• Chemical Name: 2-{[2-({2-[(4-chlorophenyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}aniline
• CAS No.: 1337901-55-9
• Molecular Formula: C₃₀H₁₈ClN
• Molecular Weight: 427.933
• Mol file: 1337901-55-9.mol

Synonyms:2-{[2-({2-[(4-chlorophenyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}aniline

Chemical Property of 2-{[2-({2-[(4-chlorophenyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}aniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{[2-({2-[(4-chlorophenyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}aniline

There total 10 articles about 2-{[2-({2-[(4-chlorophenyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}aniline 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: 95.0%

1-Chloro-4-iodobenzene (637-87-6) + 2-({2-[(2-ethynylphenyl)ethynyl]phenyl}ethynyl)aniline (1337901-53-7) → 2-{[2-({2-[(4-chlorophenyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}aniline (1337901-55-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo2018119

Reference yield:

2-ethynylaniline (52670-38-9) → 2-{[2-({2-[(4-chlorophenyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}aniline (1337901-55-9)

Guidance literature:

Multi-step reaction with 5 steps

1: copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; tri-tert-butyl phosphine; diisopropylamine / tetrahydrofuran / 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C

3: copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; tri-tert-butyl phosphine; diisopropylamine / tetrahydrofuran / 16 h / 60 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

5: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; tri-tert-butyl phosphine; tetrabutyl ammonium fluoride; triethylamine; diisopropylamine; In tetrahydrofuran; 1: Sonogashira coupling / 3: Sonogashira coupling / 5: Sonogashira coupling;

DOI:10.1021/jo2018119

Reference yield:

2-({2-[(trimethylsilyl)ethynyl]phenyl}ethynyl)aniline (852619-15-9) → 2-{[2-({2-[(4-chlorophenyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}aniline (1337901-55-9)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C

2: copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; tri-tert-butyl phosphine; diisopropylamine / tetrahydrofuran / 16 h / 60 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

4: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; tri-tert-butyl phosphine; tetrabutyl ammonium fluoride; triethylamine; diisopropylamine; In tetrahydrofuran; 2: Sonogashira coupling / 4: Sonogashira coupling;

DOI:10.1021/jo2018119

upstream raw materials:

2-({2-[(trimethylsilyl)ethynyl]phenyl}ethynyl)aniline

2-[(2-ethynylphenyl)ethynyl]aniline

2-ethynylaniline

1-Chloro-4-iodobenzene

Downstream raw materials:

6-(4-chlorophenyl)-11H-benzo[a]naphtho[2,1-c]carbazole