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

Base Information

• Chemical Name: (E)-N,N-diphenyl-4-(4-((trimethylsilyl)ethynyl)styryl)aniline
• CAS No.: 916771-23-8
• Molecular Formula: C₃₁H₂₉NSi
• Molecular Weight: 443.663
• Mol file: 916771-23-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about (E)-N,N-diphenyl-4-(4-((trimethylsilyl)ethynyl)styryl)aniline 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)-4-iodo-4'-diphenylaminostilbene (916771-22-7) + trimethylsilylacetylene (1066-54-2) → (E)-N,N-diphenyl-4-(4-((trimethylsilyl)ethynyl)styryl)aniline (916771-23-8)

Guidance literature:

With copper(l) iodide; isopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 60 ℃; for 48h;

DOI:10.1002/anie.200602266

Reference yield: 90.0%

trimethylsilylacetylene (1066-54-2) + 4-bromo-4′-(N,N′-diphenylamine)stilbene (925674-50-6) → (E)-N,N-diphenyl-4-(4-((trimethylsilyl)ethynyl)styryl)aniline (916771-23-8)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; triphenylphosphine; In tetrahydrofuran; at 50 ℃; Inert atmosphere;

DOI:10.1002/ejoc.202000397

Reference yield:

4-(diphenylamino)benzaldehyde (4181-05-9) → (E)-N,N-diphenyl-4-(4-((trimethylsilyl)ethynyl)styryl)aniline (916771-23-8)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.1002/anie.200602266

upstream raw materials:

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

trimethylsilylacetylene

4-(diphenylamino)benzaldehyde

diethyl (4-iodobenzyl)phosphonate

Downstream raw materials:

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