2,6-bis[(4-tert-butylthiophenyl)ethynyl]-9,10-diacetoxyanthracene

Base Information

• Chemical Name: 2,6-bis[(4-tert-butylthiophenyl)ethynyl]-9,10-diacetoxyanthracene
• CAS No.: 894351-58-7
• Molecular Formula: C₄₂H₃₈O₄S₂
• Molecular Weight: 670.893
• Mol file: 894351-58-7.mol

Synonyms:2,6-bis[(4-tert-butylthiophenyl)ethynyl]-9,10-diacetoxyanthracene

Chemical Property of 2,6-bis[(4-tert-butylthiophenyl)ethynyl]-9,10-diacetoxyanthracene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-bis[(4-tert-butylthiophenyl)ethynyl]-9,10-diacetoxyanthracene

There total 3 articles about 2,6-bis[(4-tert-butylthiophenyl)ethynyl]-9,10-diacetoxyanthracene 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: 75.0%

2,6-dibromo-9,10-diacetoxyanthracene (207384-91-6) + 1-(tert-butylsulfanyl)-4-ethynylbenzene (135883-45-3) → 2,6-bis[(4-tert-butylthiophenyl)ethynyl]-9,10-diacetoxyanthracene (894351-58-7)

Guidance literature:

With diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; for 24h; Heating;

DOI:10.1021/ol0606278

Reference yield:

tert-butyl 4-bromophenyl sulfide (25752-90-3) → 2,6-bis[(4-tert-butylthiophenyl)ethynyl]-9,10-diacetoxyanthracene (894351-58-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / diisopropylamine / dichlorobis(triphenylphosphine)palladium(II); copper(I) iodide / tetrahydrofuran / 40 h / Heating

2: 100 percent / n-Bu₄NF / tetrahydrofuran / 3 h

3: 75 percent / diisopropylamine / dichlorobis(triphenylphosphine)palladium(II); copper(I) iodide / tetrahydrofuran / 24 h / Heating

With tetrabutyl ammonium fluoride; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; 1: Sonogashira cross-coupling / 3: Sonogashira cross-coupling;

DOI:10.1021/ol0606278

Reference yield:

1-(tert-butylsulfanyl)-4-(trimethylsilylethynyl)benzene (135883-41-9) → 2,6-bis[(4-tert-butylthiophenyl)ethynyl]-9,10-diacetoxyanthracene (894351-58-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / n-Bu₄NF / tetrahydrofuran / 3 h

2: 75 percent / diisopropylamine / dichlorobis(triphenylphosphine)palladium(II); copper(I) iodide / tetrahydrofuran / 24 h / Heating

With tetrabutyl ammonium fluoride; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; 2: Sonogashira cross-coupling;

DOI:10.1021/ol0606278

upstream raw materials:

2,6-dibromo-9,10-diacetoxyanthracene

1-(tert-butylsulfanyl)-4-ethynylbenzene

tert-butyl 4-bromophenyl sulfide

1-(tert-butylsulfanyl)-4-(trimethylsilylethynyl)benzene

Refernces