4-[(7-bromo-9,9-dihexyl-9H-fluoren-2-yl)ethynyl]-N,N-dimethylaniline

Base Information

• Chemical Name: 4-[(7-bromo-9,9-dihexyl-9H-fluoren-2-yl)ethynyl]-N,N-dimethylaniline
• CAS No.: 1488300-19-1
• Molecular Formula: C₃₅H₄₂BrN
• Molecular Weight: 556.629
• Mol file: 1488300-19-1.mol

Synonyms:4-[(7-bromo-9,9-dihexyl-9H-fluoren-2-yl)ethynyl]-N,N-dimethylaniline

Chemical Property of 4-[(7-bromo-9,9-dihexyl-9H-fluoren-2-yl)ethynyl]-N,N-dimethylaniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(7-bromo-9,9-dihexyl-9H-fluoren-2-yl)ethynyl]-N,N-dimethylaniline

There total 1 articles about 4-[(7-bromo-9,9-dihexyl-9H-fluoren-2-yl)ethynyl]-N,N-dimethylaniline 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: 67.0%

4-ethynyl-N,N-dimethylaniline (17573-94-3,752235-18-0) + 2-bromo-7-iodo-9,9-bis-n-hexylfluorene (319906-47-3) → 4-[(7-bromo-9,9-dihexyl-9H-fluoren-2-yl)ethynyl]-N,N-dimethylaniline (1488300-19-1)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; In tetrahydrofuran; at 20 ℃; for 12h; regioselective reaction;

DOI:10.1002/ejoc.201300458

Reference yield: 87.0%

4-[(7-bromo-9,9-dihexyl-9H-fluoren-2-yl)ethynyl]-N,N-dimethylaniline (1488300-19-1) + trimethylsilylacetylene (1066-54-2) → 4-({9,9-dihexyl-7-[(trimethylsilyl)ethynyl]-9H-fluoren-2-yl}ethynyl)-N,N-dimethylaniline (1488300-22-6)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; at 65 ℃;

DOI:10.1002/ejoc.201300458

Reference yield:

4-[(7-bromo-9,9-dihexyl-9H-fluoren-2-yl)ethynyl]-N,N-dimethylaniline (1488300-19-1) → 4-({7-[(4,6-dimethylpyrimidin-2-yl)ethynyl]-9,9-dihexyl-9H-fluoren-2-yl}ethynyl)-N,N-dimethylaniline (1488300-30-6)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; copper(l) iodide / 65 °C

2: potassium hydroxide / methanol / 12 h / 80 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; copper(l) iodide / 18 h / 65 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; potassium hydroxide; In methanol; 1: |Sonogashira Cross-Coupling / 3: |Sonogashira Cross-Coupling;

DOI:10.1002/ejoc.201300458

upstream raw materials:

4-ethynyl-N,N-dimethylaniline

2-bromo-7-iodo-9,9-bis-n-hexylfluorene

Downstream raw materials:

4-({9,9-dihexyl-7-[(trimethylsilyl)ethynyl]-9H-fluoren-2-yl}ethynyl)-N,N-dimethylaniline

4-({9,9-dihexyl-2-[(6-phenylpyridazin-3-yl)ethynyl]-9H-fluoren-7-yl}ethynyl)-N,N-dimethylaniline

4-[(9,9-dihexyl-7-{[6-phenyl-4-(trifluoromethyl)pyridazin-3-yl]ethynyl}-9H-fluoren-2-yl)ethynyl]-N,N-dimethylaniline

4-({9,9-dihexyl-7-[(4-nitrophenyl)ethynyl]-9H-fluoren-2-yl}ethynyl)-N,N-dimethylaniline