(triisopropyl)-{2-[3-(4-methoxyphenyl)-hepta-1,2-dienyl]-phenylethynyl}-silane

Base Information

Chemical Name:(triisopropyl)-{2-[3-(4-methoxyphenyl)-hepta-1,2-dienyl]-phenylethynyl}-silane
CAS No.:856219-75-5
Molecular Formula:C₃₁H₄₂OSi
Molecular Weight:458.759
Hs Code.:

Synonyms:(triisopropyl)-{2-[3-(4-methoxyphenyl)-hepta-1,2-dienyl]-phenylethynyl}-silane

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Chemical Property of (triisopropyl)-{2-[3-(4-methoxyphenyl)-hepta-1,2-dienyl]-phenylethynyl}-silane

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Technology Process of (triisopropyl)-{2-[3-(4-methoxyphenyl)-hepta-1,2-dienyl]-phenylethynyl}-silane

There total 5 articles about (triisopropyl)-{2-[3-(4-methoxyphenyl)-hepta-1,2-dienyl]-phenylethynyl}-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: 93.0%

: 856219-73-3
acetic acid 1-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-hept-2-ynyl ester

: 104-92-7
1-bromo-4-methoxy-benzene

: 856219-75-5
(triisopropyl)-{2-[3-(4-methoxyphenyl)-hepta-1,2-dienyl]-phenylethynyl}-silane

Guidance literature:: 1-bromo-4-methoxy-benzene; With magnesium; In tetrahydrofuran;

With zinc(II) chloride; In tetrahydrofuran; diethyl ether; at 20 ℃; for 0.5h;

acetic acid 1-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-hept-2-ynyl ester; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; at -60 - 20 ℃;
DOI:10.1021/jo0504971

Reference yield:

: 856219-71-1
1-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-hept-2-yn-1-ol

: 856219-75-5
(triisopropyl)-{2-[3-(4-methoxyphenyl)-hepta-1,2-dienyl]-phenylethynyl}-silane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 92 percent / 4-N,N-(dimethylamino)-pyridine; triethylamine / CH₂Cl₂ / 16 h / 20 °C

2.1: Mg / tetrahydrofuran

2.2: ZnCl₂ / tetrahydrofuran; diethyl ether / 0.5 h / 20 °C

2.3: 93 percent / Pd(PPh₃)4 / tetrahydrofuran; diethyl ether / -60 - 20 °C

With dmap; magnesium; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo0504971

Reference yield:

: 89343-06-6
tris-iso-propylsilyl acetylene

: 856219-75-5
(triisopropyl)-{2-[3-(4-methoxyphenyl)-hepta-1,2-dienyl]-phenylethynyl}-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 83 percent / CuI; [Pd(PPh₃)2]Cl₂; triethylamine / 78 h / Heating

2.1: EtMgBr / tetrahydrofuran / 4 h / 20 °C

2.2: 96 percent / tetrahydrofuran / 14 h / 20 °C

3.1: 92 percent / 4-N,N-(dimethylamino)-pyridine; triethylamine / CH₂Cl₂ / 16 h / 20 °C

4.1: Mg / tetrahydrofuran

4.2: ZnCl₂ / tetrahydrofuran; diethyl ether / 0.5 h / 20 °C

4.3: 93 percent / Pd(PPh₃)4 / tetrahydrofuran; diethyl ether / -60 - 20 °C

With dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; ethylmagnesium bromide; magnesium; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: Sonogashira reaction;
DOI:10.1021/jo0504971