4,4'-((1E,1'E)-(2,5-bis((4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethynyl)-1,4-phenylene)bis(ethene-2,1-diyl))bis(N,N-dibutylaniline)

Base Information

• Chemical Name: 4,4'-((1E,1'E)-(2,5-bis((4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethynyl)-1,4-phenylene)bis(ethene-2,1-diyl))bis(N,N-dibutylaniline)
• CAS No.: 1291065-56-9
• Molecular Formula: C₆₄H₇₆N₂O₄
• Molecular Weight: 937.318
• Mol file: 1291065-56-9.mol

Synonyms:4,4'-((1E,1'E)-(2,5-bis((4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethynyl)-1,4-phenylene)bis(ethene-2,1-diyl))bis(N,N-dibutylaniline)

Chemical Property of 4,4'-((1E,1'E)-(2,5-bis((4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethynyl)-1,4-phenylene)bis(ethene-2,1-diyl))bis(N,N-dibutylaniline)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,4'-((1E,1'E)-(2,5-bis((4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethynyl)-1,4-phenylene)bis(ethene-2,1-diyl))bis(N,N-dibutylaniline)

There total 2 articles about 4,4'-((1E,1'E)-(2,5-bis((4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethynyl)-1,4-phenylene)bis(ethene-2,1-diyl))bis(N,N-dibutylaniline) 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: 66.0%

[4-(tetrahydropyran-2-yloxy)phenyl]ethyne (119754-16-4) + 4,4'-((1E,1'E)-(2,5-diiodo-1,4-phenylene)bis(ethene-2,1-diyl))bis(N,N-dibutylaniline) (660870-78-0) → 4,4'-((1E,1'E)-(2,5-bis((4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethynyl)-1,4-phenylene)bis(ethene-2,1-diyl))bis(N,N-dibutylaniline) (1291065-56-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; piperidine; at 25 ℃; for 24h; Inert atmosphere;

DOI:10.1002/chem.201002865

Reference yield:

4-(N,N-dibutylamino)benzaldehyde (90134-10-4) → 4,4'-((1E,1'E)-(2,5-bis((4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethynyl)-1,4-phenylene)bis(ethene-2,1-diyl))bis(N,N-dibutylaniline) (1291065-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran; piperidine / 24 h / 25 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hydride; In tetrahydrofuran; piperidine; 1: Horner-Wadsworth-Emmons olefination / 2: Sonogashira coupling;

DOI:10.1002/chem.201002865

Reference yield: 82.0%

4,4'-((1E,1'E)-(2,5-bis((4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethynyl)-1,4-phenylene)bis(ethene-2,1-diyl))bis(N,N-dibutylaniline) (1291065-56-9) → 4,4'-[{2,5-bis[(E)-4-(dibutylamino)styryl]-1,4-phenylene}bis(ethyne-2,1-diyl)]diphenol (1291065-47-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at -78 ℃; for 2h; Cooling with acetone-dry ice;

DOI:10.1002/chem.201002865

upstream raw materials:

4-(N,N-dibutylamino)benzaldehyde

[4-(tetrahydropyran-2-yloxy)phenyl]ethyne

4,4'-((1E,1'E)-(2,5-diiodo-1,4-phenylene)bis(ethene-2,1-diyl))bis(N,N-dibutylaniline)

Downstream raw materials:

4,4'-[{2,5-bis[(E)-4-(dibutylamino)styryl]-1,4-phenylene}bis(ethyne-2,1-diyl)]diphenol