1,4-bis{[2-(ethoxydimethylsilyl)phenyl]ethynyl}-2,5-bis(ethoxydimethylsilyl)benzene

Base Information

Chemical Name:1,4-bis{[2-(ethoxydimethylsilyl)phenyl]ethynyl}-2,5-bis(ethoxydimethylsilyl)benzene
CAS No.:625389-88-0
Molecular Formula:C₃₈H₅₄O₄Si₄
Molecular Weight:687.186
Hs Code.:

Synonyms:1,4-bis{[2-(ethoxydimethylsilyl)phenyl]ethynyl}-2,5-bis(ethoxydimethylsilyl)benzene

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Chemical Property of 1,4-bis{[2-(ethoxydimethylsilyl)phenyl]ethynyl}-2,5-bis(ethoxydimethylsilyl)benzene

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Technology Process of 1,4-bis{[2-(ethoxydimethylsilyl)phenyl]ethynyl}-2,5-bis(ethoxydimethylsilyl)benzene

There total 4 articles about 1,4-bis{[2-(ethoxydimethylsilyl)phenyl]ethynyl}-2,5-bis(ethoxydimethylsilyl)benzene 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: 47.0%

: 64-17-5
ethanol

: 6026-02-4
(N,N-diethylamino)dimethylchlorosilane

: 625389-87-9
1,4-bis[(2-bromophenyl)ethynyl]-2,5-dibromobenzene

: 625389-88-0
1,4-bis{[2-(ethoxydimethylsilyl)phenyl]ethynyl}-2,5-bis(ethoxydimethylsilyl)benzene

Guidance literature:: 1,4-bis[(2-bromophenyl)ethynyl]-2,5-dibromobenzene; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 2h;

(N,N-diethylamino)dimethylchlorosilane; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 10h;

ethanol; With ammonium chloride; In tetrahydrofuran; pentane; at 20 ℃; for 14h;

Reference yield:

: 64-17-5
ethanol

: ({4-(diethylamino-dimethyl-silanyl)-2,5-bis-[2-(diethylamino-dimethyl-silanyl)-phenylethynyl]-phenyl}-dimethyl-silanyl)-diethyl-amine

: 625389-88-0
1,4-bis{[2-(ethoxydimethylsilyl)phenyl]ethynyl}-2,5-bis(ethoxydimethylsilyl)benzene

Guidance literature:: With ammonium chloride; In tetrahydrofuran; at 20 ℃; for 14h;
DOI:10.1021/ja038487+

Reference yield:

: 63262-06-6
1,4-dibromo-2,5-diiodobenzene

: 625389-88-0
1,4-bis{[2-(ethoxydimethylsilyl)phenyl]ethynyl}-2,5-bis(ethoxydimethylsilyl)benzene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 84 percent / Et₃N; PdCl₂(PPh₃)2; CuI / toluene / 12 h / 20 °C

2.1: t-BuLi / tetrahydrofuran; pentane / 2.5 h / -78 °C

2.2: tetrahydrofuran; pentane / 10 h / -78 - 20 °C

3.1: 272 mg / NH₄Cl / tetrahydrofuran / 14 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tert.-butyl lithium; ammonium chloride; triethylamine; In tetrahydrofuran; toluene; pentane;
DOI:10.1021/ja038487+