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

Base Information

Chemical Name: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
CAS No.:911679-96-4
Molecular Formula:C₅₁H₆₄BNO₃
Molecular Weight:749.885
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 3 articles about 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 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: 81.0%

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

: 73183-34-3
bis(pinacol)diborane

: 911679-96-4
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

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetraethylammonium hydroxide; In tetrahydrofuran; methanol; at 60 ℃; for 48h;
DOI:10.1021/ja064471i

Reference yield:

: 491880-68-3
[7-bromo-9,9-bis-(2-ethyl-hexyl)-9H-fluoren-2-yl]-trimethyl-silane

: 911679-96-4
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

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / Et₄NOH / Pd₂(dba)3; tris-o-tolylphosphine / methanol; toluene / 75 °C

2: 92 percent / ICl / CH₂Cl₂ / 0 - 20 °C

3: 81 percent / PdCl₂(dppf); Et₄NOH / tetrahydrofuran; methanol / 48 h / 60 °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; 1: Suzuki-Miyaura cross-coupling reaction;
DOI:10.1021/ja064471i

Reference yield:

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

: 911679-96-4
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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; Iodine monochloride; tetraethylammonium hydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja064471i