(3-(2-((p-fluorophenyl)ethynyl)phenyl)-1-m-tolylpropa-1,2-dienyl)trimethylsilane

Base Information

Chemical Name:(3-(2-((p-fluorophenyl)ethynyl)phenyl)-1-m-tolylpropa-1,2-dienyl)trimethylsilane
CAS No.:1422529-07-4
Molecular Formula:C₂₇H₂₅FSi
Molecular Weight:396.579
Hs Code.:

Synonyms:(3-(2-((p-fluorophenyl)ethynyl)phenyl)-1-m-tolylpropa-1,2-dienyl)trimethylsilane

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Chemical Property of (3-(2-((p-fluorophenyl)ethynyl)phenyl)-1-m-tolylpropa-1,2-dienyl)trimethylsilane

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Technology Process of (3-(2-((p-fluorophenyl)ethynyl)phenyl)-1-m-tolylpropa-1,2-dienyl)trimethylsilane

There total 5 articles about (3-(2-((p-fluorophenyl)ethynyl)phenyl)-1-m-tolylpropa-1,2-dienyl)trimethylsilane 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: 72.0%

: 1422529-02-9
1-(2-((4-fluorophenyl)ethynyl)phenyl)-3-(trimethylsilyl)-prop-2-ynyl acetate

: 28987-79-3
m-tolylmagnesium bromide

: 1422529-07-4
(3-(2-((p-fluorophenyl)ethynyl)phenyl)-1-m-tolylpropa-1,2-dienyl)trimethylsilane

Guidance literature:: m-tolylmagnesium bromide; With zinc(II) chloride; In tetrahydrofuran; diethyl ether; at 20 ℃; Inert atmosphere;

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; at -60 ℃; for 0.25h; Inert atmosphere;

1-(2-((4-fluorophenyl)ethynyl)phenyl)-3-(trimethylsilyl)-prop-2-ynyl acetate; In tetrahydrofuran; diethyl ether; for 14h; Inert atmosphere;
DOI:10.1021/jo302524a

Reference yield:

: 26260-02-6
2-iodobenzaldehyde

: 1422529-07-4
(3-(2-((p-fluorophenyl)ethynyl)phenyl)-1-m-tolylpropa-1,2-dienyl)trimethylsilane

Guidance literature:: Multi-step reaction with 4 steps

1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 16 h / 20 °C / Inert atmosphere

2.1: ethylmagnesium bromide / tetrahydrofuran / 0.25 h / 0 - 20 °C / Inert atmosphere

2.2: 0.25 h / 20 °C / Inert atmosphere

3.1: triethylamine; dmap / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

4.1: zinc(II) chloride / tetrahydrofuran; diethyl ether / 20 °C / Inert atmosphere

4.2: 0.25 h / -60 °C / Inert atmosphere

4.3: 14 h / Inert atmosphere

With dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; ethylmagnesium bromide; triethylamine; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: |Sonogashira Cross-Coupling / 2.2: |Grignard Reaction;
DOI:10.1021/jo302524a

Reference yield:

: 1042369-43-6
2-[2-(4-fluorophenyl)ethynyl]benzaldehyde

: 1422529-07-4
(3-(2-((p-fluorophenyl)ethynyl)phenyl)-1-m-tolylpropa-1,2-dienyl)trimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: ethylmagnesium bromide / tetrahydrofuran / 0.25 h / 0 - 20 °C / Inert atmosphere

1.2: 0.25 h / 20 °C / Inert atmosphere

2.1: triethylamine; dmap / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

3.1: zinc(II) chloride / tetrahydrofuran; diethyl ether / 20 °C / Inert atmosphere

3.2: 0.25 h / -60 °C / Inert atmosphere

3.3: 14 h / Inert atmosphere

With dmap; ethylmagnesium bromide; triethylamine; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; 1.2: |Grignard Reaction;
DOI:10.1021/jo302524a