8-benzyloxy-5-[9,9-bis-(2-ethyl-hexyl)-7-trimethylsilanyl-9H-fluoren-2-yl]-quinoline

Base Information

• Chemical Name: 8-benzyloxy-5-[9,9-bis-(2-ethyl-hexyl)-7-trimethylsilanyl-9H-fluoren-2-yl]-quinoline
• CAS No.: 911679-94-2
• Molecular Formula: C₄₈H₆₁NOSi
• Molecular Weight: 696.104
• Mol file: 911679-94-2.mol

Synonyms:8-benzyloxy-5-[9,9-bis-(2-ethyl-hexyl)-7-trimethylsilanyl-9H-fluoren-2-yl]-quinoline

Chemical Property of 8-benzyloxy-5-[9,9-bis-(2-ethyl-hexyl)-7-trimethylsilanyl-9H-fluoren-2-yl]-quinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-benzyloxy-5-[9,9-bis-(2-ethyl-hexyl)-7-trimethylsilanyl-9H-fluoren-2-yl]-quinoline

There total 1 articles about 8-benzyloxy-5-[9,9-bis-(2-ethyl-hexyl)-7-trimethylsilanyl-9H-fluoren-2-yl]-quinoline 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: 83.0%

[7-bromo-9,9-bis-(2-ethyl-hexyl)-9H-fluoren-2-yl]-trimethyl-silane (491880-68-3) + 8-(benzyloxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-quinoline (675880-76-9) → 8-benzyloxy-5-[9,9-bis-(2-ethyl-hexyl)-7-trimethylsilanyl-9H-fluoren-2-yl]-quinoline (911679-94-2)

Guidance literature:

With tetraethylammonium hydroxide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tris-(o-tolyl)phosphine; In methanol; toluene; at 75 ℃;

DOI:10.1021/ja064471i

Reference yield: 92.0%

8-benzyloxy-5-[9,9-bis-(2-ethyl-hexyl)-7-trimethylsilanyl-9H-fluoren-2-yl]-quinoline (911679-94-2) → 8-benzyloxy-5-[9,9-bis-(2-ethyl-hexyl)-7-iodo-9H-fluoren-2-yl]-quinoline (911679-95-3)

Guidance literature:

With Iodine monochloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ja064471i

Reference yield:

8-benzyloxy-5-[9,9-bis-(2-ethyl-hexyl)-7-trimethylsilanyl-9H-fluoren-2-yl]-quinoline (911679-94-2) → 8-benzyloxy-5-[9,9,9',9'-tetrakis-(2-ethyl-hexyl)-7'-trimethylsilanyl-9H,9'H-[2,2']bifluorenyl-7-yl]-quinoline (911679-98-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / ICl / CH₂Cl₂ / 0 - 20 °C

2: 81 percent / PdCl₂(dppf); Et₄NOH / tetrahydrofuran; methanol / 48 h / 60 °C

3: 93 percent / Et₄NOH / Pd₂(dba)3; tris-o-tolylphosphine / methanol; toluene / 75 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; Iodine monochloride; tetraethylammonium hydroxide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tris-(o-tolyl)phosphine; In tetrahydrofuran; methanol; dichloromethane; toluene; 3: Suzuki-Miyaura cross-coupling reaction;

DOI:10.1021/ja064471i

upstream raw materials:

[7-bromo-9,9-bis-(2-ethyl-hexyl)-9H-fluoren-2-yl]-trimethyl-silane

8-(benzyloxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-quinoline

Downstream raw materials:

8-benzyloxy-5-[9,9-bis-(2-ethyl-hexyl)-7-iodo-9H-fluoren-2-yl]-quinoline

8-benzyloxy-5-[9,9-bis-(2-ethyl-hexyl)-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-9H-fluoren-2-yl]-quinoline

8-benzyloxy-5-[9,9,9',9'-tetrakis-(2-ethyl-hexyl)-7'-trimethylsilanyl-9H,9'H-[2,2']bifluorenyl-7-yl]-quinoline