1,3-bis(4-((2,5-bis(2-(diethylamino)ethoxy)-4-((trimethylsilyl)ethynyl)phenyl)ethynyl)phenyl)-3-hydroxyprop-2-en-1-one

Base Information

• Chemical Name: 1,3-bis(4-((2,5-bis(2-(diethylamino)ethoxy)-4-((trimethylsilyl)ethynyl)phenyl)ethynyl)phenyl)-3-hydroxyprop-2-en-1-one
• CAS No.: 1443511-46-3
• Molecular Formula: C₆₅H₈₈N₄O₆Si₂
• Molecular Weight: 1077.61
• Mol file: 1443511-46-3.mol

Synonyms:

Chemical Property of 1,3-bis(4-((2,5-bis(2-(diethylamino)ethoxy)-4-((trimethylsilyl)ethynyl)phenyl)ethynyl)phenyl)-3-hydroxyprop-2-en-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3-bis(4-((2,5-bis(2-(diethylamino)ethoxy)-4-((trimethylsilyl)ethynyl)phenyl)ethynyl)phenyl)-3-hydroxyprop-2-en-1-one

There total 3 articles about 1,3-bis(4-((2,5-bis(2-(diethylamino)ethoxy)-4-((trimethylsilyl)ethynyl)phenyl)ethynyl)phenyl)-3-hydroxyprop-2-en-1-one 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: 92.7%

1,3-bis(4-ethynylphenyl)-3-hydroxyprop-2-en-1-one (1443511-44-1) + 2,2'-((2-iodo-5-((trimethylsilyl)ethynyl)-1,4-phenylene)bis(oxy))bis(N,N-diethylethanamine) (1421618-43-0) → 1,3-bis(4-((2,5-bis(2-(diethylamino)ethoxy)-4-((trimethylsilyl)ethynyl)phenyl)ethynyl)phenyl)-3-hydroxyprop-2-en-1-one (1443511-46-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c3cc42323a

Reference yield:

4-methoxycarbonylphenyl bromide (619-42-1) → 1,3-bis(4-((2,5-bis(2-(diethylamino)ethoxy)-4-((trimethylsilyl)ethynyl)phenyl)ethynyl)phenyl)-3-hydroxyprop-2-en-1-one (1443511-46-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 16.5 h / 0 °C / Reflux

2.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 24 h / 80 °C

2.2: 2 h / 20 °C

3.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 12 h / 80 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hydride; triethylamine; In tetrahydrofuran; 2.1: |Sonogashira Cross-Coupling / 3.1: |Sonogashira Cross-Coupling;

DOI:10.1039/c3cc42323a

Reference yield:

para-bromoacetophenone (99-90-1) → 1,3-bis(4-((2,5-bis(2-(diethylamino)ethoxy)-4-((trimethylsilyl)ethynyl)phenyl)ethynyl)phenyl)-3-hydroxyprop-2-en-1-one (1443511-46-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 16.5 h / 0 °C / Reflux

2.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 24 h / 80 °C

2.2: 2 h / 20 °C

3.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 12 h / 80 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hydride; triethylamine; In tetrahydrofuran; 2.1: |Sonogashira Cross-Coupling / 3.1: |Sonogashira Cross-Coupling;

DOI:10.1039/c3cc42323a

upstream raw materials:

para-bromoacetophenone

4-methoxycarbonylphenyl bromide

1,3-bis(4-ethynylphenyl)-3-hydroxyprop-2-en-1-one

2,2'-((2-iodo-5-((trimethylsilyl)ethynyl)-1,4-phenylene)bis(oxy))bis(N,N-diethylethanamine)