4-(2',6'-bis(octyloxy)biphenyl-4-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole-2-carbaldehyde

Base Information

Chemical Name:4-(2',6'-bis(octyloxy)biphenyl-4-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole-2-carbaldehyde
CAS No.:1421278-64-9
Molecular Formula:C₃₇H₄₅NO₃S₂
Molecular Weight:615.901
Hs Code.:

Synonyms:4-(2',6'-bis(octyloxy)biphenyl-4-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole-2-carbaldehyde

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Chemical Property of 4-(2',6'-bis(octyloxy)biphenyl-4-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole-2-carbaldehyde

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Technology Process of 4-(2',6'-bis(octyloxy)biphenyl-4-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole-2-carbaldehyde

There total 5 articles about 4-(2',6'-bis(octyloxy)biphenyl-4-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole-2-carbaldehyde 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: 91.0%

: 1421278-63-8
4-(2',6'-bis(octyloxy)biphenyl-4-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole

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

: 1421278-64-9
4-(2',6'-bis(octyloxy)biphenyl-4-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole-2-carbaldehyde

Guidance literature:: 4-(2',6'-bis(octyloxy)biphenyl-4-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole; N,N-dimethyl-formamide; With trichlorophosphate; at 20 ℃; for 10h; Inert atmosphere;

With water; sodium acetate; at 20 ℃;
DOI:10.1002/adfm.201203348

Reference yield:

: 1421278-62-7
4-amino-2',6'-bis(octyloxy)-biphenyl

: 1421278-64-9
4-(2',6'-bis(octyloxy)biphenyl-4-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole-2-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 20 h / Inert atmosphere; Reflux

2.1: trichlorophosphate / 10 h / 20 °C / Inert atmosphere

2.2: 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; trichlorophosphate; In toluene; 1.1: |Buchwald-Hartwig Coupling / 2.1: |Vilsmeier-Haack Formylation;
DOI:10.1002/adfm.201203348

Reference yield:

: 41046-67-7
2-iodoresorcinol

: 1421278-64-9
4-(2',6'-bis(octyloxy)biphenyl-4-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole-2-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / acetone / Inert atmosphere; Reflux

2.1: palladium diacetate; potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / 1,4-dioxane; water / 24 h / 45 °C / Inert atmosphere

3.1: sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 20 h / Inert atmosphere; Reflux

4.1: trichlorophosphate / 10 h / 20 °C / Inert atmosphere

4.2: 20 °C

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium diacetate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; trichlorophosphate; In 1,4-dioxane; water; acetone; toluene; 3.1: |Buchwald-Hartwig Coupling / 4.1: |Vilsmeier-Haack Formylation;
DOI:10.1002/adfm.201203348