2,2'-[(2,5-dimethoxy-1,4-phenylene)bis(methylene)]bis(5-hexylthiophene-3-carboxaldehyde)

Base Information

Chemical Name:2,2'-[(2,5-dimethoxy-1,4-phenylene)bis(methylene)]bis(5-hexylthiophene-3-carboxaldehyde)
CAS No.:1334159-25-9
Molecular Formula:C₃₂H₄₂O₄S₂
Molecular Weight:554.815
Hs Code.:

Synonyms:2,2'-[(2,5-dimethoxy-1,4-phenylene)bis(methylene)]bis(5-hexylthiophene-3-carboxaldehyde)

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Chemical Property of 2,2'-[(2,5-dimethoxy-1,4-phenylene)bis(methylene)]bis(5-hexylthiophene-3-carboxaldehyde)

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Technology Process of 2,2'-[(2,5-dimethoxy-1,4-phenylene)bis(methylene)]bis(5-hexylthiophene-3-carboxaldehyde)

There total 6 articles about 2,2'-[(2,5-dimethoxy-1,4-phenylene)bis(methylene)]bis(5-hexylthiophene-3-carboxaldehyde) 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%

: 1334159-23-7
2,2'-[(2,5-dimethoxy-1,4-phenylene)bis(methylene)]bis(3-bromo-5-hexylthiophene)

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 1334159-25-9
2,2'-[(2,5-dimethoxy-1,4-phenylene)bis(methylene)]bis(5-hexylthiophene-3-carboxaldehyde)

Guidance literature:: 2,2'-[(2,5-dimethoxy-1,4-phenylene)bis(methylene)]bis(3-bromo-5-hexylthiophene); With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h;
DOI:10.1021/ol202089t

Reference yield:

: 18794-77-9
2-hexylthiophene

: 1334159-25-9
2,2'-[(2,5-dimethoxy-1,4-phenylene)bis(methylene)]bis(5-hexylthiophene-3-carboxaldehyde)

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 14 h / 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 2 h / -78 °C / Inert atmosphere

2.2: 16 h / -78 - 20 °C

3.1: sodium cyanoborohydride; zinc(II) iodide / 1,2-dichloro-ethane / 16 h / 20 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere

4.2: 2 h / -78 - 20 °C

With N-Bromosuccinimide; n-butyllithium; sodium cyanoborohydride; zinc(II) iodide; lithium diisopropyl amide; In tetrahydrofuran; hexane; n-heptane; ethylbenzene; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/ol202089t

Reference yield:

: 1334159-21-5
C₃₀H₄₀Br₂O₄S₂

: 1334159-25-9
2,2'-[(2,5-dimethoxy-1,4-phenylene)bis(methylene)]bis(5-hexylthiophene-3-carboxaldehyde)

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium cyanoborohydride; zinc(II) iodide / 1,2-dichloro-ethane / 16 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 - 20 °C

With n-butyllithium; sodium cyanoborohydride; zinc(II) iodide; In tetrahydrofuran; hexane; 1,2-dichloro-ethane;
DOI:10.1021/ol202089t