({4,5-dimethoxy-2-[(1Z)-1-octen-3-ynyl]phenyl}ethynyl)(trimethyl)silane

Base Information

Chemical Name:({4,5-dimethoxy-2-[(1Z)-1-octen-3-ynyl]phenyl}ethynyl)(trimethyl)silane
CAS No.:457885-45-9
Molecular Formula:C₂₁H₂₈O₂Si
Molecular Weight:340.538
Hs Code.:

Synonyms:({4,5-dimethoxy-2-[(1Z)-1-octen-3-ynyl]phenyl}ethynyl)(trimethyl)silane

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Chemical Property of ({4,5-dimethoxy-2-[(1Z)-1-octen-3-ynyl]phenyl}ethynyl)(trimethyl)silane

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Technology Process of ({4,5-dimethoxy-2-[(1Z)-1-octen-3-ynyl]phenyl}ethynyl)(trimethyl)silane

There total 5 articles about ({4,5-dimethoxy-2-[(1Z)-1-octen-3-ynyl]phenyl}ethynyl)(trimethyl)silane 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: 77.0%

: 1066-54-2
trimethylsilylacetylene

: 457885-44-8
1-iodo-4,5-dimethoxy-2-[(1Z)-1-octen-3-ynyl]benzene

: 457885-45-9
({4,5-dimethoxy-2-[(1Z)-1-octen-3-ynyl]phenyl}ethynyl)(trimethyl)silane

Guidance literature:: 1-iodo-4,5-dimethoxy-2-[(1Z)-1-octen-3-ynyl]benzene; With copper(l) iodide; diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 40 - 50 ℃;

trimethylsilylacetylene; at 20 ℃; for 0.5h; Further stages.;
DOI:10.1021/ja0259584

Reference yield:

: 5392-10-9
2-bromo-4,5-dimethoxybenzaldehyde

: 457885-45-9
({4,5-dimethoxy-2-[(1Z)-1-octen-3-ynyl]phenyl}ethynyl)(trimethyl)silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: PPh₃; Zn / CH₂Cl₂ / 0.5 h / 20 °C

1.2: 99 percent / CH₂Cl₂ / 17 h / 20 °C

2.1: 72 percent / tributyltin hydride / Pd(PPh₃)4 / toluene / 0.17 h / 20 °C

3.1: i-Pr₂NH; CuI / Pd(PPh₃)4 / 40 - 50 °C

3.2: 95 percent / 0.25 h / 40 °C

4.1: t-BuLi / pentane; diethyl ether / 0.08 h / -90 °C

4.2: 81 percent / I₂ / pentane; diethyl ether / 0.5 h / -90 °C

5.1: i-Pr₂NH; CuI / Pd(PPh₃)4 / 40 - 50 °C

5.2: 77 percent / 0.5 h / 20 °C

With copper(l) iodide; tert.-butyl lithium; tri-n-butyl-tin hydride; diisopropylamine; triphenylphosphine; zinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethyl ether; dichloromethane; toluene; pentane; 1.2: Corey-Fuchs olefination / 3.2: Sonogashira coupling / 5.2: Sonogashira coupling;
DOI:10.1021/ja0259584

Reference yield:

: 457885-42-6
1-bromo-2-[(Z)-2-bromoethenyl]-4,5-dimethoxybenzene

: 457885-45-9
({4,5-dimethoxy-2-[(1Z)-1-octen-3-ynyl]phenyl}ethynyl)(trimethyl)silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: i-Pr₂NH; CuI / Pd(PPh₃)4 / 40 - 50 °C

1.2: 95 percent / 0.25 h / 40 °C

2.1: t-BuLi / pentane; diethyl ether / 0.08 h / -90 °C

2.2: 81 percent / I₂ / pentane; diethyl ether / 0.5 h / -90 °C

3.1: i-Pr₂NH; CuI / Pd(PPh₃)4 / 40 - 50 °C

3.2: 77 percent / 0.5 h / 20 °C

With copper(l) iodide; tert.-butyl lithium; diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethyl ether; pentane; 1.2: Sonogashira coupling / 3.2: Sonogashira coupling;
DOI:10.1021/ja0259584