2-[4,6-bis(phenylethynyl)-3-(tetrahydro-2H-2-pyranyloxy)phenoxy]tetrahydro-2H-pyran

Base Information

• Chemical Name: 2-[4,6-bis(phenylethynyl)-3-(tetrahydro-2H-2-pyranyloxy)phenoxy]tetrahydro-2H-pyran
• CAS No.: 1333773-17-3
• Molecular Formula: C₃₂H₃₀O₄
• Molecular Weight: 478.588
• Mol file: 1333773-17-3.mol

Synonyms:2-[4,6-bis(phenylethynyl)-3-(tetrahydro-2H-2-pyranyloxy)phenoxy]tetrahydro-2H-pyran

Chemical Property of 2-[4,6-bis(phenylethynyl)-3-(tetrahydro-2H-2-pyranyloxy)phenoxy]tetrahydro-2H-pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[4,6-bis(phenylethynyl)-3-(tetrahydro-2H-2-pyranyloxy)phenoxy]tetrahydro-2H-pyran

There total 1 articles about 2-[4,6-bis(phenylethynyl)-3-(tetrahydro-2H-2-pyranyloxy)phenoxy]tetrahydro-2H-pyran 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: 87.0%

2-[4,6-dibromo-3-(tetrahydro-2H-2-pyranyloxy)phenoxy]tetrahydro-2H-pyran (1333773-15-1) + phenylacetylene (536-74-3) → 2-[4,6-bis(phenylethynyl)-3-(tetrahydro-2H-2-pyranyloxy)phenoxy]tetrahydro-2H-pyran (1333773-17-3)

Guidance literature:

With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; triphenylphosphine; at 90 ℃; for 40h; Inert atmosphere;

DOI:10.1002/hc.20682

Reference yield: 93.0%

2-[4,6-bis(phenylethynyl)-3-(tetrahydro-2H-2-pyranyloxy)phenoxy]tetrahydro-2H-pyran (1333773-17-3) → 1,5-dihydroxy-2,4-bis(phenylethynyl)benzene (960159-69-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/hc.20682

Reference yield:

2-[4,6-bis(phenylethynyl)-3-(tetrahydro-2H-2-pyranyloxy)phenoxy]tetrahydro-2H-pyran (1333773-17-3) → 3,5-bis[4-(9H-carbazolyl)phenyl]-2,6-diphenylbenzo[1,2-b:5,4-b']difuran (1333773-11-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0 - 20 °C / Inert atmosphere

2.2: 3 h / 120 °C / Inert atmosphere; Sealed tube

2.3: 20 °C / Inert atmosphere

With n-butyllithium; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; 2.3: Negishi coupling reaction;

DOI:10.1002/hc.20682

upstream raw materials:

2-[4,6-dibromo-3-(tetrahydro-2H-2-pyranyloxy)phenoxy]tetrahydro-2H-pyran

phenylacetylene

Downstream raw materials:

1,5-dihydroxy-2,4-bis(phenylethynyl)benzene

3,5-bis[4-(N,N-dimethylamino)phenyl]-2,6-diphenylbenzo[1,2-b:5,4-b']difuran

3,5-bis[4-(N,N-diphenylamino)phenyl]-2,6-diphenylbenzo[1,2-b:5,4-b']difuran

3,5-bis[4-(9H-carbazolyl)phenyl]-2,6-diphenylbenzo[1,2-b:5,4-b']difuran