4,8-bis(4-(3,7-dimethyloctyloxy)phenylethynyl)-2,6-dimethylbenzo[1,2-d-4,5-d']bisoxazole

Base Information

• Chemical Name: 4,8-bis(4-(3,7-dimethyloctyloxy)phenylethynyl)-2,6-dimethylbenzo[1,2-d-4,5-d']bisoxazole
• CAS No.: 1337927-59-9
• Molecular Formula: C₄₆H₅₆N₂O₄
• Molecular Weight: 700.962
• Mol file: 1337927-59-9.mol

Synonyms:

Chemical Property of 4,8-bis(4-(3,7-dimethyloctyloxy)phenylethynyl)-2,6-dimethylbenzo[1,2-d-4,5-d']bisoxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,8-bis(4-(3,7-dimethyloctyloxy)phenylethynyl)-2,6-dimethylbenzo[1,2-d-4,5-d']bisoxazole

There total 8 articles about 4,8-bis(4-(3,7-dimethyloctyloxy)phenylethynyl)-2,6-dimethylbenzo[1,2-d-4,5-d']bisoxazole 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: 84.0%

4,8-dibromo-2,6-dimethylbenzo[1,2-d:4,5-d']bis(oxazole) (81534-83-0) + 1-((3,7-dimethyloctyl)oxy)-4-ethynylbenzene (1013637-04-1) → 4,8-bis(4-(3,7-dimethyloctyloxy)phenylethynyl)-2,6-dimethylbenzo[1,2-d-4,5-d']bisoxazole (1337927-59-9)

Guidance literature:

With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; diisopropylamine; triphenylphosphine; In tetrahydrofuran; for 24h; Inert atmosphere; Reflux;

DOI:10.1021/jo201078w

Reference yield:

3,6-diamino-2,5-dibromo-1,4-benzoquinone (27344-26-9) → 4,8-bis(4-(3,7-dimethyloctyloxy)phenylethynyl)-2,6-dimethylbenzo[1,2-d-4,5-d']bisoxazole (1337927-59-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium dithionite / ethanol; water / 1 h / 55 °C / Inert atmosphere

2: yttrium(III) trifluoromethanesulfonate / N,N-dimethyl acetamide / 2.5 h / 55 °C / Inert atmosphere

3: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; diisopropylamine; triphenylphosphine / tetrahydrofuran / 24 h / Inert atmosphere; Reflux

With copper(l) iodide; sodium dithionite; trans-bis(triphenylphosphine)palladium dichloride; diisopropylamine; triphenylphosphine; yttrium(III) trifluoromethanesulfonate; In tetrahydrofuran; ethanol; N,N-dimethyl acetamide; water; 3: Sonogashira cross-coupling;

DOI:10.1021/jo201078w

Reference yield:

((4-((3,7-dimethyloctyl)oxy)phenyl)ethynyl)trimethylsilane (1337927-36-2) → 4,8-bis(4-(3,7-dimethyloctyloxy)phenylethynyl)-2,6-dimethylbenzo[1,2-d-4,5-d']bisoxazole (1337927-59-9)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol; potassium carbonate / dichloromethane / 20 °C / Inert atmosphere

2: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; diisopropylamine; triphenylphosphine / tetrahydrofuran / 24 h / Inert atmosphere; Reflux

With methanol; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; potassium carbonate; diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 2: Sonogashira cross-coupling;

DOI:10.1021/jo201078w

upstream raw materials:

((4-((3,7-dimethyloctyl)oxy)phenyl)ethynyl)trimethylsilane

4-bromo-phenol

1-bromo-3,7-dimethyloctane

tetrabromobenzoquinone

Refernces