(E)-4-(4-ethynylstyryl)-N,N-diphenylaniline

Base Information

• Chemical Name: (E)-4-(4-ethynylstyryl)-N,N-diphenylaniline
• CAS No.: 916771-24-9
• Molecular Formula: C₂₈H₂₁N
• Molecular Weight: 371.481
• Mol file: 916771-24-9.mol

Synonyms:(E)-4-(4-ethynylstyryl)-N,N-diphenylaniline

Chemical Property of (E)-4-(4-ethynylstyryl)-N,N-diphenylaniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-4-(4-ethynylstyryl)-N,N-diphenylaniline

There total 6 articles about (E)-4-(4-ethynylstyryl)-N,N-diphenylaniline 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: 90.0%

(E)-N,N-diphenyl-4-(4-((trimethylsilyl)ethynyl)styryl)aniline (916771-23-8) → (E)-4-(4-ethynylstyryl)-N,N-diphenylaniline (916771-24-9)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃;

DOI:10.1021/om5009378

Reference yield:

4-(diphenylamino)benzaldehyde (4181-05-9) → (E)-4-(4-ethynylstyryl)-N,N-diphenylaniline (916771-24-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 1 h / 50 °C

1.2: 85 percent / tetrahydrofuran / 2 h / Heating

2.1: 90 percent / isopropylamine; copper iodide / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 48 h / 60 °C

3.1: 80 percent / TBAF / CH₂Cl₂ / 0.25 h / 20 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; sodium hydride; isopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; 2.1: Sonogashira reaction;

DOI:10.1002/anie.200602266

Reference yield:

(E)-4-iodo-4'-diphenylaminostilbene (916771-22-7) → (E)-4-(4-ethynylstyryl)-N,N-diphenylaniline (916771-24-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / isopropylamine; copper iodide / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 48 h / 60 °C

2: 80 percent / TBAF / CH₂Cl₂ / 0.25 h / 20 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; isopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; 1: Sonogashira reaction;

DOI:10.1002/anie.200602266

upstream raw materials:

(E)-N,N-diphenyl-4-(4-((trimethylsilyl)ethynyl)styryl)aniline

(E)-4-iodo-4'-diphenylaminostilbene

4-(diphenylamino)benzaldehyde

diethyl (4-iodobenzyl)phosphonate