1,3-di-tert-butyl-5-((4-((4-((4-iodophenyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)-2-methoxybenzene

Base Information

• Chemical Name: 1,3-di-tert-butyl-5-((4-((4-((4-iodophenyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)-2-methoxybenzene
• CAS No.: 1418130-55-8
• Molecular Formula: C₃₉H₃₅IO
• Molecular Weight: 646.611
• Mol file: 1418130-55-8.mol

Synonyms:

Chemical Property of 1,3-di-tert-butyl-5-((4-((4-((4-iodophenyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)-2-methoxybenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3-di-tert-butyl-5-((4-((4-((4-iodophenyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)-2-methoxybenzene

There total 9 articles about 1,3-di-tert-butyl-5-((4-((4-((4-iodophenyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)-2-methoxybenzene 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:

1,3-di-tert-butyl-5-iodo-2-methoxy benzene (71742-41-1) → 1,3-di-tert-butyl-5-((4-((4-((4-iodophenyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)-2-methoxybenzene (1418130-55-8) + C66H62O2 (1418130-61-6)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium hydride; trans-bis(triphenylphosphine)palladium dichloride; triethylamine / tetrahydrofuran / 48 h / Sealed tube

2: trans-bis(triphenylphosphine)palladium dichloride; triethylamine; copper(l) iodide / tetrahydrofuran / 72 h / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h

4: trans-bis(triphenylphosphine)palladium dichloride; triethylamine; copper(l) iodide / Inert atmosphere

5: sodium hydride; trans-bis(triphenylphosphine)palladium dichloride; triethylamine / tetrahydrofuran / Sealed tube

6: tetrabutyl ammonium fluoride / tetrahydrofuran

7: trans-bis(triphenylphosphine)palladium dichloride; triethylamine; copper(l) iodide / Inert atmosphere

With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; 2: |Sonogashira Cross-Coupling / 4: |Sonogashira Cross-Coupling / 7: |Sonogashira Cross-Coupling;

DOI:10.1016/j.tet.2012.11.063

Reference yield:

1,3-di-tert-butyl-5-((4-((4-iodophenyl)ethynyl)phenyl)ethynyl)-2-methoxybenzene (1418130-52-5) → 1,3-di-tert-butyl-5-((4-((4-((4-iodophenyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)-2-methoxybenzene (1418130-55-8) + C66H62O2 (1418130-61-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride; trans-bis(triphenylphosphine)palladium dichloride; triethylamine / tetrahydrofuran / Sealed tube

2: tetrabutyl ammonium fluoride / tetrahydrofuran

3: trans-bis(triphenylphosphine)palladium dichloride; triethylamine; copper(l) iodide / Inert atmosphere

With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; 3: |Sonogashira Cross-Coupling;

DOI:10.1016/j.tet.2012.11.063

Reference yield:

2,6-di-tert-butyl-anisole (1516-95-6) → 1,3-di-tert-butyl-5-((4-((4-((4-iodophenyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)-2-methoxybenzene (1418130-55-8) + C66H62O2 (1418130-61-6)

Guidance literature:

Multi-step reaction with 8 steps

1: Iodine monochloride / dichloromethane / 1 h / 0 °C

2: sodium hydride; trans-bis(triphenylphosphine)palladium dichloride; triethylamine / tetrahydrofuran / 48 h / Sealed tube

3: trans-bis(triphenylphosphine)palladium dichloride; triethylamine; copper(l) iodide / tetrahydrofuran / 72 h / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h

5: trans-bis(triphenylphosphine)palladium dichloride; triethylamine; copper(l) iodide / Inert atmosphere

6: sodium hydride; trans-bis(triphenylphosphine)palladium dichloride; triethylamine / tetrahydrofuran / Sealed tube

7: tetrabutyl ammonium fluoride / tetrahydrofuran

8: trans-bis(triphenylphosphine)palladium dichloride; triethylamine; copper(l) iodide / Inert atmosphere

With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; tetrabutyl ammonium fluoride; Iodine monochloride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; 3: |Sonogashira Cross-Coupling / 5: |Sonogashira Cross-Coupling / 8: |Sonogashira Cross-Coupling;

DOI:10.1016/j.tet.2012.11.063

upstream raw materials:

2,6-di-tert-butyl-anisole

1,3-di-tert-butyl-5-iodo-2-methoxy benzene

1,3-di-tert-butyl-5-ethynyl-2-methoxy-benzene

((4-((3,5-di-tert-butyl-4-methoxyphenyl)ethynyl)phenyl)ethynyl)trimethylsilane

Downstream raw materials:

((4-((4-((4-((3,5-di-tert-butyl-4-methoxyphenyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)trimethylsilane

1,3-di-tert-butyl-5-((4-((4-((4-ethynylphenyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)-2-methoxybenzene

1,3-di-tert-butyl-5-((4-((4-((4-((4-iodophenyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)-2-methoxybenzene

C₈₂H₇₀O₂