1,2-bis[2-methyl-5-[p-((tetrahydropyran-2-yl)oxy)phenyl]-3-thienyl]cyclopentene

Base Information

Chemical Name:1,2-bis[2-methyl-5-[p-((tetrahydropyran-2-yl)oxy)phenyl]-3-thienyl]cyclopentene
CAS No.:1284215-17-3
Molecular Formula:C₃₇H₄₀O₄S₂
Molecular Weight:612.854
Hs Code.:

Synonyms:1,2-bis[2-methyl-5-[p-((tetrahydropyran-2-yl)oxy)phenyl]-3-thienyl]cyclopentene

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Chemical Property of 1,2-bis[2-methyl-5-[p-((tetrahydropyran-2-yl)oxy)phenyl]-3-thienyl]cyclopentene

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Technology Process of 1,2-bis[2-methyl-5-[p-((tetrahydropyran-2-yl)oxy)phenyl]-3-thienyl]cyclopentene

There total 5 articles about 1,2-bis[2-methyl-5-[p-((tetrahydropyran-2-yl)oxy)phenyl]-3-thienyl]cyclopentene 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: 69.0%

: 99522-34-6
4-[(tetrahydro-2H-pyran-2-yl)oxy]iodobenzene

: 509083-61-8
1,2-bis[5'-di-n-butoxyboryl-2'-methylthien-3'-yl]cyclopentene

: 1284215-17-3
1,2-bis[2-methyl-5-[p-((tetrahydropyran-2-yl)oxy)phenyl]-3-thienyl]cyclopentene

Guidance literature:: 4-[(tetrahydro-2H-pyran-2-yl)oxy]iodobenzene; 1,2-bis[5'-di-n-butoxyboryl-2'-methylthien-3'-yl]cyclopentene; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 0.25h;

With sodium carbonate; In tetrahydrofuran; water; for 12.5h; Reflux;
DOI:10.1142/S108842461650067X

Reference yield:

: 2873-74-7
gloutaric dichloride

: 1284215-17-3
1,2-bis[2-methyl-5-[p-((tetrahydropyran-2-yl)oxy)phenyl]-3-thienyl]cyclopentene

Guidance literature:: Multi-step reaction with 4 steps

1.1: aluminum (III) chloride / carbon disulfide / 0 - 20 °C

2.1: titanium trichloride tris(tetrahydrofuran); zinc / tetrahydrofuran / 1 h / 40 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 20 °C / Inert atmosphere

3.2: 1 h / 20 °C / Inert atmosphere

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; hexane / 0.25 h / 20 °C / Inert atmosphere

With aluminum (III) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; titanium trichloride tris(tetrahydrofuran); zinc; In tetrahydrofuran; carbon disulfide; hexane;
DOI:10.1021/jp112401k

Reference yield:

: 219537-95-8
1,5‐bis(5‐chloro‐2‐methylthiophen‐3‐yl)pentane‐1,5‐dione

: 1284215-17-3
1,2-bis[2-methyl-5-[p-((tetrahydropyran-2-yl)oxy)phenyl]-3-thienyl]cyclopentene

Guidance literature:: Multi-step reaction with 3 steps

1.1: titanium trichloride tris(tetrahydrofuran); zinc / tetrahydrofuran / 1 h / 40 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 20 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; hexane / 0.25 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; titanium trichloride tris(tetrahydrofuran); zinc; In tetrahydrofuran; hexane;
DOI:10.1021/jp112401k