N,N-dihexyl-4-(3-{[4-(dihexylamino)phenyl]ethynyl}-6-(triisopropylsilyl)-4-[(triisopropylsilyl)ethynyl]-hex-3-ene-1,5-diyn-1-yl)benzenamine

Base Information

• Chemical Name: N,N-dihexyl-4-(3-{[4-(dihexylamino)phenyl]ethynyl}-6-(triisopropylsilyl)-4-[(triisopropylsilyl)ethynyl]-hex-3-ene-1,5-diyn-1-yl)benzenamine
• CAS No.: 745835-91-0
• Molecular Formula: C₅₈H₉₀N₂Si₂
• Molecular Weight: 871.537
• Mol file: 745835-91-0.mol

Synonyms:N,N-dihexyl-4-(3-{[4-(dihexylamino)phenyl]ethynyl}-6-(triisopropylsilyl)-4-[(triisopropylsilyl)ethynyl]-hex-3-ene-1,5-diyn-1-yl)benzenamine

Chemical Property of N,N-dihexyl-4-(3-{[4-(dihexylamino)phenyl]ethynyl}-6-(triisopropylsilyl)-4-[(triisopropylsilyl)ethynyl]-hex-3-ene-1,5-diyn-1-yl)benzenamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-dihexyl-4-(3-{[4-(dihexylamino)phenyl]ethynyl}-6-(triisopropylsilyl)-4-[(triisopropylsilyl)ethynyl]-hex-3-ene-1,5-diyn-1-yl)benzenamine

There total 5 articles about N,N-dihexyl-4-(3-{[4-(dihexylamino)phenyl]ethynyl}-6-(triisopropylsilyl)-4-[(triisopropylsilyl)ethynyl]-hex-3-ene-1,5-diyn-1-yl)benzenamine 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: 69.0%

3-(dibromoethylidene)-1-(triisopropylsilyl)-5-(trimethylsilyl)penta-1,4-diyne (164990-17-4) + N,N-dihexyl-4-ethynylaniline (406491-06-3) → N,N-dihexyl-4-(3-{[4-(dihexylamino)phenyl]ethynyl}-6-(triisopropylsilyl)-4-[(triisopropylsilyl)ethynyl]-hex-3-ene-1,5-diyn-1-yl)benzenamine (745835-91-0)

Guidance literature:

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; at 20 ℃; for 16h;

DOI:10.1002/hlca.200490104

Reference yield:

N,N-dihexyl-4-iodobenzenamine (90134-09-1) → N,N-dihexyl-4-(3-{[4-(dihexylamino)phenyl]ethynyl}-6-(triisopropylsilyl)-4-[(triisopropylsilyl)ethynyl]-hex-3-ene-1,5-diyn-1-yl)benzenamine (745835-91-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / (i-Pr)2NH; CuI / [PdCl₂(PPh₃)2] / 5 h / 20 °C

2: 99 percent / K₂CO₃ / tetrahydrofuran; methanol / 0.5 h / 20 °C

3: 69 percent / Et₃N; CuI / [PdCl₂(PPh₃)2] / 16 h / 20 °C

With copper(l) iodide; potassium carbonate; triethylamine; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol;

DOI:10.1002/hlca.200490104

Reference yield:

1-Iodohexane (638-45-9) → N,N-dihexyl-4-(3-{[4-(dihexylamino)phenyl]ethynyl}-6-(triisopropylsilyl)-4-[(triisopropylsilyl)ethynyl]-hex-3-ene-1,5-diyn-1-yl)benzenamine (745835-91-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / Na₂CO₃ / dimethylformamide / 20 h / 95 °C

2: 95 percent / (i-Pr)2NH; CuI / [PdCl₂(PPh₃)2] / 5 h / 20 °C

3: 99 percent / K₂CO₃ / tetrahydrofuran; methanol / 0.5 h / 20 °C

4: 69 percent / Et₃N; CuI / [PdCl₂(PPh₃)2] / 16 h / 20 °C

With copper(l) iodide; sodium carbonate; potassium carbonate; triethylamine; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1002/hlca.200490104

upstream raw materials:

3-(dibromoethylidene)-1-(triisopropylsilyl)-5-(trimethylsilyl)penta-1,4-diyne

N,N-dihexyl-4-ethynylaniline

N,N-dihexyl-4-iodobenzenamine

1-Iodohexane

Downstream raw materials:

C₅₅H₈₂N₂Si