5-{2,5-bis(2-ethylhexyloxy)-4-[4-(diethylamino)styryl]styryl}thiophene-2-carbaldehyde

Base Information

• Chemical Name: 5-{2,5-bis(2-ethylhexyloxy)-4-[4-(diethylamino)styryl]styryl}thiophene-2-carbaldehyde
• CAS No.: 958007-19-7
• Molecular Formula: C₄₁H₅₇NO₃S
• Molecular Weight: 643.974
• Mol file: 958007-19-7.mol

Synonyms:5-{2,5-bis(2-ethylhexyloxy)-4-[4-(diethylamino)styryl]styryl}thiophene-2-carbaldehyde

Chemical Property of 5-{2,5-bis(2-ethylhexyloxy)-4-[4-(diethylamino)styryl]styryl}thiophene-2-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-{2,5-bis(2-ethylhexyloxy)-4-[4-(diethylamino)styryl]styryl}thiophene-2-carbaldehyde

There total 11 articles about 5-{2,5-bis(2-ethylhexyloxy)-4-[4-(diethylamino)styryl]styryl}thiophene-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: 38.0%

4-{2,5-bis(2-ethylhexyloxy)-4-[(E)-2-(5-bromothiophen-2-yl)vinyl]styryl}-N,N-diethylphenylamine (958007-17-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-{2,5-bis(2-ethylhexyloxy)-4-[4-(diethylamino)styryl]styryl}thiophene-2-carbaldehyde (958007-19-7)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 16h;

DOI:10.1080/15421400601021505

Reference yield:

2-Methylthiophene (554-14-3) → 5-{2,5-bis(2-ethylhexyloxy)-4-[4-(diethylamino)styryl]styryl}thiophene-2-carbaldehyde (958007-19-7)

Guidance literature:

Multi-step reaction with 4 steps

1: N-bromosuccinimide; benzoyl peroxide / CCl₄ / 20 h / Heating

2: 24 percent / 16 h / 160 °C

3: 83 percent / LDA / tetrahydrofuran; ethylbenzene; heptane / 5 h / 20 °C

4: 38 percent / nBuLi / tetrahydrofuran; hexane / 16 h / 20 °C

With N-Bromosuccinimide; n-butyllithium; lithium diisopropyl amide; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; hexane; n-heptane; ethylbenzene; 2: Michalis-Arbuzov reaction / 3: Wittig-Horner reaction;

DOI:10.1080/15421400601021505

Reference yield:

1-bromo-4-(bromomethyl)-2,5-bis(2-ethylhexyloxy)benzene (357396-89-5) → 5-{2,5-bis(2-ethylhexyloxy)-4-[4-(diethylamino)styryl]styryl}thiophene-2-carbaldehyde (958007-19-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / 2 h / 160 °C

2: 84 percent / NaH / tetrahydrofuran / 11 h / Heating

3: 87 percent / nBuLi / tetrahydrofuran; hexane / 3 h / 20 °C

4: 83 percent / LDA / tetrahydrofuran; ethylbenzene; heptane / 5 h / 20 °C

5: 38 percent / nBuLi / tetrahydrofuran; hexane / 16 h / 20 °C

With n-butyllithium; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; hexane; n-heptane; ethylbenzene; 1: Michalis-Arbuzov reaction / 2: Wittig-Horner reaction / 4: Wittig-Horner reaction;

DOI:10.1080/15421400601021505

upstream raw materials:

4-{2,5-bis(2-ethylhexyloxy)-4-[(E)-2-(5-bromothiophen-2-yl)vinyl]styryl}-N,N-diethylphenylamine

N,N-dimethyl-formamide

2-Methylthiophene

1-bromo-4-(bromomethyl)-2,5-bis(2-ethylhexyloxy)benzene