4-(2,2'-bithiophen-5-yl)-N,N-bis(4-(hexyloxy)phenyl)naphthalen-1-amine

Base Information

Chemical Name:4-(2,2'-bithiophen-5-yl)-N,N-bis(4-(hexyloxy)phenyl)naphthalen-1-amine
CAS No.:1374559-66-6
Molecular Formula:C₄₂H₄₅NO₂S₂
Molecular Weight:659.957
Hs Code.:

Synonyms:4-(2,2'-bithiophen-5-yl)-N,N-bis(4-(hexyloxy)phenyl)naphthalen-1-amine

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Chemical Property of 4-(2,2'-bithiophen-5-yl)-N,N-bis(4-(hexyloxy)phenyl)naphthalen-1-amine

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Technology Process of 4-(2,2'-bithiophen-5-yl)-N,N-bis(4-(hexyloxy)phenyl)naphthalen-1-amine

There total 2 articles about 4-(2,2'-bithiophen-5-yl)-N,N-bis(4-(hexyloxy)phenyl)naphthalen-1-amine 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: 70.0%

: 1374559-64-4
4-bromo-N,N-bis(4-(hexyloxy)phenyl)naphthalen-1-amine

: 162717-58-0
2-(tri-n-butyl)stannyl-5,2'-bithiophene

: 1374559-66-6
4-(2,2'-bithiophen-5-yl)-N,N-bis(4-(hexyloxy)phenyl)naphthalen-1-amine

Guidance literature:: 2-(tri-n-butyl)stannyl-5,2'-bithiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

With tributyltin chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 10h;

4-bromo-N,N-bis(4-(hexyloxy)phenyl)naphthalen-1-amine; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; toluene; at 80 ℃; for 10h; Inert atmosphere;
DOI:10.1002/asia.201100972

Reference yield:

: 1374559-62-2
C₃₄H₄₁NO₂

: 1374559-66-6
4-(2,2'-bithiophen-5-yl)-N,N-bis(4-(hexyloxy)phenyl)naphthalen-1-amine

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 10 h / 20 °C / Cooling with ice

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 10 h / -78 - 20 °C

2.3: 10 h / 80 °C / Inert atmosphere

With N-Bromosuccinimide; n-butyllithium; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 2.3: Stille coupling;
DOI:10.1002/asia.201100972

Reference yield: 36.0%

: 1374559-66-6
4-(2,2'-bithiophen-5-yl)-N,N-bis(4-(hexyloxy)phenyl)naphthalen-1-amine

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

: 1374559-68-8
5'-(4-(bis(4-(hexyloxy)phenyl)amino)naphthalen-1-yl)-2,2'-bithiophene-5-carbaldehy

Guidance literature:: 4-(2,2'-bithiophen-5-yl)-N,N-bis(4-(hexyloxy)phenyl)naphthalen-1-amine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 10h;

With hydrogenchloride; In tetrahydrofuran; hexane; water; for 0.5h;
DOI:10.1002/asia.201100972