4,4'-(4,6-bis(hexyloxy)-1,3-phenylene)bis(1-(5-bromo-2,4-bis(hexyloxy)phenyl)-1H-1,2,3-triazole)

Base Information

• Chemical Name: 4,4'-(4,6-bis(hexyloxy)-1,3-phenylene)bis(1-(5-bromo-2,4-bis(hexyloxy)phenyl)-1H-1,2,3-triazole)
• CAS No.: 1276582-16-1
• Molecular Formula: C₅₈H₈₆Br₂N₆O₆
• Molecular Weight: 1123.17

Synonyms:

Chemical Property of 4,4'-(4,6-bis(hexyloxy)-1,3-phenylene)bis(1-(5-bromo-2,4-bis(hexyloxy)phenyl)-1H-1,2,3-triazole)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 4,4'-(4,6-bis(hexyloxy)-1,3-phenylene)bis(1-(5-bromo-2,4-bis(hexyloxy)phenyl)-1H-1,2,3-triazole)

There total 10 articles about 4,4'-(4,6-bis(hexyloxy)-1,3-phenylene)bis(1-(5-bromo-2,4-bis(hexyloxy)phenyl)-1H-1,2,3-triazole) 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: 88.0%

1,5-diethynyl-2,4-bis(hexyloxy)benzene + 1-azido-5-bromo-2,4-bis(hexyloxy)benzene (1276581-95-3) → 4,4'-(4,6-bis(hexyloxy)-1,3-phenylene)bis(1-(5-bromo-2,4-bis(hexyloxy)phenyl)-1H-1,2,3-triazole) (1276582-16-1)

Guidance literature:

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine; In dichloromethane; water; tert-butyl alcohol; for 0.5h; Inert atmosphere;

DOI:10.1002/chem.201002491

Reference yield:

recorcinol (108-46-3) → 4,4'-(4,6-bis(hexyloxy)-1,3-phenylene)bis(1-(5-bromo-2,4-bis(hexyloxy)phenyl)-1H-1,2,3-triazole) (1276582-16-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; potassium carbonate / acetonitrile / 20 °C / Inert atmosphere; Reflux

2: benzyltrimethylazanium tribroman-2-uide / methanol; dichloromethane

3: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; triphenylphosphine / toluene / 48 h / 80 °C / Inert atmosphere

4: potassium carbonate / methanol; dichloromethane / 5 h / 20 °C

5: copper(ll) sulfate pentahydrate; sodium L-ascorbate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine / dichloromethane; water; tert-butyl alcohol / 0.5 h / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(ll) sulfate pentahydrate; 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; potassium carbonate; sodium L-ascorbate; triethylamine; triphenylphosphine; benzyltrimethylazanium tribroman-2-uide; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine; In methanol; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol; 3: Sonogashira cross-coupling;

DOI:10.1002/chem.201002491

Reference yield:

1-bromo-hexane (111-25-1) → 4,4'-(4,6-bis(hexyloxy)-1,3-phenylene)bis(1-(5-bromo-2,4-bis(hexyloxy)phenyl)-1H-1,2,3-triazole) (1276582-16-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; potassium carbonate / acetonitrile / 20 °C / Inert atmosphere; Reflux

2: benzyltrimethylazanium tribroman-2-uide / methanol; dichloromethane

3: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; triphenylphosphine / toluene / 48 h / 80 °C / Inert atmosphere

4: potassium carbonate / methanol; dichloromethane / 5 h / 20 °C

5: copper(ll) sulfate pentahydrate; sodium L-ascorbate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine / dichloromethane; water; tert-butyl alcohol / 0.5 h / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(ll) sulfate pentahydrate; 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; potassium carbonate; sodium L-ascorbate; triethylamine; triphenylphosphine; benzyltrimethylazanium tribroman-2-uide; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine; In methanol; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol; 3: Sonogashira cross-coupling;

DOI:10.1002/chem.201002491

upstream raw materials:

1-azido-5-bromo-2,4-bis(hexyloxy)benzene

2,4-bis(hexyloxy)-1,5-bis(TMS-ethynyl)benzene

2,4-bis(hexyloxy)nitrobenzene

1-bromo-2,4-bis(hexyloxy)-5-nitrobenzene

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