1,3-bis[4-(4-{[3-(triethoxysilyl)propyl]thio}butyloxy)-2,6-diisopropylphenyl]imidazolium chloride

Base Information

• Chemical Name: 1,3-bis[4-(4-{[3-(triethoxysilyl)propyl]thio}butyloxy)-2,6-diisopropylphenyl]imidazolium chloride
• CAS No.: 1620922-82-8
• Molecular Formula: C₅₃H₉₃N₂O₈S₂Si₂*Cl
• Molecular Weight: 1042.09
• Mol file: 1620922-82-8.mol

Synonyms:1,3-bis[4-(4-{[3-(triethoxysilyl)propyl]thio}butyloxy)-2,6-diisopropylphenyl]imidazolium chloride

Chemical Property of 1,3-bis[4-(4-{[3-(triethoxysilyl)propyl]thio}butyloxy)-2,6-diisopropylphenyl]imidazolium chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3-bis[4-(4-{[3-(triethoxysilyl)propyl]thio}butyloxy)-2,6-diisopropylphenyl]imidazolium chloride

There total 7 articles about 1,3-bis[4-(4-{[3-(triethoxysilyl)propyl]thio}butyloxy)-2,6-diisopropylphenyl]imidazolium chloride 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: 93.0%

3-Mercaptopropyltriethoxysilane (14814-09-6) + 1,3-bis[4-(3-butenyloxy)-2,6-diisopropylphenyl]imidazolium chloride (1620922-80-6) → 1,3-bis[4-(4-{[3-(triethoxysilyl)propyl]thio}butyloxy)-2,6-diisopropylphenyl]imidazolium chloride (1620922-82-8)

Guidance literature:

With 2,2-dimethoxy-2-phenylacetophenone; In ethanol; for 24h; Inert atmosphere; Schlenk technique; Irradiation;

DOI:10.1002/adsc.201300903

Reference yield:

2,6-diisopropylbenzenamine (24544-04-5) → 1,3-bis[4-(4-{[3-(triethoxysilyl)propyl]thio}butyloxy)-2,6-diisopropylphenyl]imidazolium chloride (1620922-82-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: potassium iodide; tert.-butylhydroperoxide / acetonitrile; water / 6.25 h / 70 °C

2.1: ammonium chloride / acetone / 0.5 h / Inert atmosphere; Schlenk technique

2.2: 5 h / Inert atmosphere; Schlenk technique

3.1: sulfuric acid / water; diethyl ether / 12.17 h / Inert atmosphere; Schlenk technique

4.1: formic acid / ethanol / 8 h / Inert atmosphere; Schlenk technique; Heating

5.1: potassium carbonate; tetra-(n-butyl)ammonium iodide / tetrahydrofuran / 48 h / Inert atmosphere; Schlenk technique; Reflux

6.1: toluene / 80 °C / Inert atmosphere; Schlenk technique

6.2: 2.75 h / Inert atmosphere; Schlenk technique; Heating

7.1: 2,2-dimethoxy-2-phenylacetophenone / ethanol / 24 h / Inert atmosphere; Schlenk technique; Irradiation

With tert.-butylhydroperoxide; formic acid; sulfuric acid; 2,2-dimethoxy-2-phenylacetophenone; tetra-(n-butyl)ammonium iodide; potassium carbonate; ammonium chloride; potassium iodide; In tetrahydrofuran; diethyl ether; ethanol; water; acetone; toluene; acetonitrile;

DOI:10.1002/adsc.201300903

Reference yield:

N,N'-bis[4-(3-butenyloxy)-2,6-diisopropylphenyl]-1,4-diazabutadiene (1620922-74-8) → 1,3-bis[4-(4-{[3-(triethoxysilyl)propyl]thio}butyloxy)-2,6-diisopropylphenyl]imidazolium chloride (1620922-82-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene / 80 °C / Inert atmosphere; Schlenk technique

1.2: 2.75 h / Inert atmosphere; Schlenk technique; Heating

2.1: 2,2-dimethoxy-2-phenylacetophenone / ethanol / 24 h / Inert atmosphere; Schlenk technique; Irradiation

With 2,2-dimethoxy-2-phenylacetophenone; In ethanol; toluene;

DOI:10.1002/adsc.201300903

upstream raw materials:

N,N'-bis[4-(3-butenyloxy)-2,6-diisopropylphenyl]-1,4-diazabutadiene

3-Mercaptopropyltriethoxysilane

1,3-bis[4-(3-butenyloxy)-2,6-diisopropylphenyl]imidazolium chloride

2,6-diisopropylbenzenamine

Refernces

• 1、 Krinsky, Jamin L.,Martinez, Alberto,Godard, Cyril,Castillon, Sergio,Claver, Carmen. "Modular synthesis of functionalisable alkoxy-tethered N-heterocyclic carbene ligands and an active catalyst for buchwald-hartwig aminations". . p. 460 - 474. Retrieved 2014/05/20.