4-bromo-7-{4-[5-hexyl-2-(triisopropylsilylethynyl)-3-thienyl]phenyl}-2-methylbenzo[b]thiophene

Base Information

Chemical Name:4-bromo-7-{4-[5-hexyl-2-(triisopropylsilylethynyl)-3-thienyl]phenyl}-2-methylbenzo[b]thiophene
CAS No.:1391908-33-0
Molecular Formula:C₃₆H₄₅BrS₂Si
Molecular Weight:649.875
Hs Code.:

Synonyms:4-bromo-7-{4-[5-hexyl-2-(triisopropylsilylethynyl)-3-thienyl]phenyl}-2-methylbenzo[b]thiophene

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Chemical Property of 4-bromo-7-{4-[5-hexyl-2-(triisopropylsilylethynyl)-3-thienyl]phenyl}-2-methylbenzo[b]thiophene

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Technology Process of 4-bromo-7-{4-[5-hexyl-2-(triisopropylsilylethynyl)-3-thienyl]phenyl}-2-methylbenzo[b]thiophene

There total 6 articles about 4-bromo-7-{4-[5-hexyl-2-(triisopropylsilylethynyl)-3-thienyl]phenyl}-2-methylbenzo[b]thiophene 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: 80.0%

: 1333949-72-6
2-(4-{5-hexyl-2-[2-(triisopropylsilyl)ethynyl]-3-thienyl}phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1391908-34-1
4-bromo-7-iodo-2-methylbenzo[b]thiophene

: 1391908-33-0
4-bromo-7-{4-[5-hexyl-2-(triisopropylsilylethynyl)-3-thienyl]phenyl}-2-methylbenzo[b]thiophene

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 80 ℃; for 46h; Inert atmosphere;
DOI:10.1246/bcsj.20100345

Reference yield: 17.0%

: 1333949-72-6
2-(4-{5-hexyl-2-[2-(triisopropylsilyl)ethynyl]-3-thienyl}phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1391908-24-9
4,7-dibromo-2-methylbenzo[b]thiophene

: 1391908-33-0
4-bromo-7-{4-[5-hexyl-2-(triisopropylsilylethynyl)-3-thienyl]phenyl}-2-methylbenzo[b]thiophene

: 1391908-32-9
C₃₆H₄₅BrS₂Si

: 1391908-43-2
4,7-bis{4-[5-hexyl-2-(triisopropylsilylethynyl)-3-thienyl]phenyl}-2-methylbenzo[b]thiophene

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 90 ℃; for 13h; Inert atmosphere;
DOI:10.1246/bcsj.20100345

Reference yield:

: 870703-68-7
3,6-dibromo-2-fluorobenzaldehyde

: 1391908-33-0
4-bromo-7-{4-[5-hexyl-2-(triisopropylsilylethynyl)-3-thienyl]phenyl}-2-methylbenzo[b]thiophene

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

1.2: 7 h / -30 °C / Inert atmosphere

2.1: potassium carbonate / methanol / 2 h / 0 - 20 °C / Inert atmosphere

3.1: gold(I) chloride / 1,4-dioxane; water / 0.17 h / 20 °C / Inert atmosphere

4.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 - 0 °C / Inert atmosphere

4.2: 15 h / -78 - 20 °C / Inert atmosphere

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,4-dioxane; water / 13 h / 90 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; potassium carbonate; gold(I) chloride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.20100345