4,4'-[(1E,1'E)-(2,5-bis{[4-(dibutylamino)phenyl]ethynyl}-1,4-phenylene)bis(ethene-2,1-diyl)]diphenol

Base Information

Chemical Name:4,4'-[(1E,1'E)-(2,5-bis{[4-(dibutylamino)phenyl]ethynyl}-1,4-phenylene)bis(ethene-2,1-diyl)]diphenol
CAS No.:1291065-44-5
Molecular Formula:C₅₄H₆₀N₂O₂
Molecular Weight:769.083
Hs Code.:

Synonyms:4,4'-[(1E,1'E)-(2,5-bis{[4-(dibutylamino)phenyl]ethynyl}-1,4-phenylene)bis(ethene-2,1-diyl)]diphenol

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Chemical Property of 4,4'-[(1E,1'E)-(2,5-bis{[4-(dibutylamino)phenyl]ethynyl}-1,4-phenylene)bis(ethene-2,1-diyl)]diphenol

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Technology Process of 4,4'-[(1E,1'E)-(2,5-bis{[4-(dibutylamino)phenyl]ethynyl}-1,4-phenylene)bis(ethene-2,1-diyl)]diphenol

There total 3 articles about 4,4'-[(1E,1'E)-(2,5-bis{[4-(dibutylamino)phenyl]ethynyl}-1,4-phenylene)bis(ethene-2,1-diyl)]diphenol 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: 84.0%

: 1291065-58-1
4,4'-((2,5-bis((E)-4-((tetrahydro-2H-pyran-2-yl)oxy)styryl)-1,4-phenylene)bis(ethyne-2,1-diyl))bis(N,N-dibutylaniline)

: 1291065-44-5
4,4'-[(1E,1'E)-(2,5-bis{[4-(dibutylamino)phenyl]ethynyl}-1,4-phenylene)bis(ethene-2,1-diyl)]diphenol

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at -78 ℃; for 2h; Cooling with acetone-dry ice;
DOI:10.1002/chem.201002865

Reference yield:

: 74189-56-3
4-(tetrahydropyran-2-yloxy)benzaldehyde

: 1291065-44-5
4,4'-[(1E,1'E)-(2,5-bis{[4-(dibutylamino)phenyl]ethynyl}-1,4-phenylene)bis(ethene-2,1-diyl)]diphenol

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / tetrahydrofuran

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

3: trifluoroacetic acid / dichloromethane / 2 h / -78 °C / Cooling with acetone-dry ice

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hydride; trifluoroacetic acid; potassium hydroxide; In tetrahydrofuran; piperidine; ethanol; dichloromethane; 1: Horner-Wadsworth-Emmons olefination / 2: Sonogashira coupling;
DOI:10.1002/chem.201002865

Reference yield:

: 660870-76-8
[2,5-dichloro-4-(diethoxyphosphorylmethyl)benzyl]phosphonic acid diethyl ester

: 1291065-44-5
4,4'-[(1E,1'E)-(2,5-bis{[4-(dibutylamino)phenyl]ethynyl}-1,4-phenylene)bis(ethene-2,1-diyl)]diphenol

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / tetrahydrofuran

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

3: trifluoroacetic acid / dichloromethane / 2 h / -78 °C / Cooling with acetone-dry ice

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hydride; trifluoroacetic acid; potassium hydroxide; In tetrahydrofuran; piperidine; ethanol; dichloromethane; 1: Horner-Wadsworth-Emmons olefination / 2: Sonogashira coupling;
DOI:10.1002/chem.201002865