3,6-bis(hexadecyloxymethyl)-9-(6-(4-(5-(hexadecyloxymethyl)pyridin-2-yl)phenoxy)hexyl)-9H-carbazole

Base Information

• Chemical Name: 3,6-bis(hexadecyloxymethyl)-9-(6-(4-(5-(hexadecyloxymethyl)pyridin-2-yl)phenoxy)hexyl)-9H-carbazole
• CAS No.: 1354530-72-5
• Molecular Formula: C₈₀H₁₃₀N₂O₄
• Molecular Weight: 1183.92
• Mol file: 1354530-72-5.mol

Synonyms:3,6-bis(hexadecyloxymethyl)-9-(6-(4-(5-(hexadecyloxymethyl)pyridin-2-yl)phenoxy)hexyl)-9H-carbazole

Chemical Property of 3,6-bis(hexadecyloxymethyl)-9-(6-(4-(5-(hexadecyloxymethyl)pyridin-2-yl)phenoxy)hexyl)-9H-carbazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,6-bis(hexadecyloxymethyl)-9-(6-(4-(5-(hexadecyloxymethyl)pyridin-2-yl)phenoxy)hexyl)-9H-carbazole

There total 11 articles about 3,6-bis(hexadecyloxymethyl)-9-(6-(4-(5-(hexadecyloxymethyl)pyridin-2-yl)phenoxy)hexyl)-9H-carbazole 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: 80.3%

2-bromo-5-(hexadecyloxymethyl)pyridine + 3,6-dihexadecyloxymethyl-9-(6-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)hexyl)-9H-carbazole (1354530-67-8) → 3,6-bis(hexadecyloxymethyl)-9-(6-(4-(5-(hexadecyloxymethyl)pyridin-2-yl)phenoxy)hexyl)-9H-carbazole (1354530-72-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; at 20 ℃; for 40h; Reflux; Inert atmosphere;

DOI:10.1039/c1dt11346a

Reference yield:

3,6-dihexadecyloxymethyl-9-(6-(4-bromophenoxy)hexyl)-9H-carbazole (1354530-62-3) → 3,6-bis(hexadecyloxymethyl)-9-(6-(4-(5-(hexadecyloxymethyl)pyridin-2-yl)phenoxy)hexyl)-9H-carbazole (1354530-72-5)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / dimethyl sulfoxide / 24.25 h / 80 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran / 40 h / 20 °C / Reflux; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; potassium carbonate; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1039/c1dt11346a

Reference yield:

4-bromo-phenol (106-41-2) → 3,6-bis(hexadecyloxymethyl)-9-(6-(4-(5-(hexadecyloxymethyl)pyridin-2-yl)phenoxy)hexyl)-9H-carbazole (1354530-72-5)

Guidance literature:

Multi-step reaction with 7 steps

1: potassium carbonate / acetone

2: alkali hydroxide / toluene / 20 h / Reflux

3: trichlorophosphate / 1,2-dichloro-ethane

4: sodium tetrahydroborate / ethanol; toluene

5: sodium hydride / N,N-dimethyl-formamide

6: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / dimethyl sulfoxide / 24.25 h / 80 °C / Inert atmosphere

7: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran / 40 h / 20 °C / Reflux; Inert atmosphere

With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium hydride; potassium carbonate; trichlorophosphate; In tetrahydrofuran; ethanol; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; toluene; 3: Vilsmeier formylation;

DOI:10.1039/c1dt11346a

upstream raw materials:

3,6-dihexadecyloxymethyl-9-(6-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)hexyl)-9H-carbazole

1 ,6-dibromohexane

3,6-dihexadecyloxymethyl-9-(6-(4-bromophenoxy)hexyl)-9H-carbazole

9-(6-(4-bromophenoxy)hexyl)-9H-carbazole