1,2-bis(2-ethyl-6-(4-(hydroxymethyl)phenyl)-1-benzothiophen-1,1-dioxide-3-yl)perfluorocyclopentene

Base Information

• Chemical Name: 1,2-bis(2-ethyl-6-(4-(hydroxymethyl)phenyl)-1-benzothiophen-1,1-dioxide-3-yl)perfluorocyclopentene
• CAS No.: 1320345-92-3
• Molecular Formula: C₃₉H₃₀F₆O₆S₂
• Molecular Weight: 772.786
• Mol file: 1320345-92-3.mol

Synonyms:1,2-bis(2-ethyl-6-(4-(hydroxymethyl)phenyl)-1-benzothiophen-1,1-dioxide-3-yl)perfluorocyclopentene

Chemical Property of 1,2-bis(2-ethyl-6-(4-(hydroxymethyl)phenyl)-1-benzothiophen-1,1-dioxide-3-yl)perfluorocyclopentene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-bis(2-ethyl-6-(4-(hydroxymethyl)phenyl)-1-benzothiophen-1,1-dioxide-3-yl)perfluorocyclopentene

There total 3 articles about 1,2-bis(2-ethyl-6-(4-(hydroxymethyl)phenyl)-1-benzothiophen-1,1-dioxide-3-yl)perfluorocyclopentene 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: 93.0%

1,2-bis(2-ethyl-1-benzothiophene-6,6’-diiodo-1,1-dioxide-3-yl)perfluorocyclopentene (1320345-89-8) + p-hydroxymethylphenylboronic acid (59016-93-2) → 1,2-bis(2-ethyl-6-(4-(hydroxymethyl)phenyl)-1-benzothiophen-1,1-dioxide-3-yl)perfluorocyclopentene (1320345-92-3)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; tricyclohexylphosphine; In tetrahydrofuran; water; toluene; at 20 ℃; for 0.333333h;

DOI:10.1021/ja204583e

Reference yield:

3,3'-(perfluorocyclopent-1-ene-1,2-diyl)bis(2-ethylbenzo[b]thiophene) (912366-23-5) → 1,2-bis(2-ethyl-6-(4-(hydroxymethyl)phenyl)-1-benzothiophen-1,1-dioxide-3-yl)perfluorocyclopentene (1320345-92-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dihydrogen peroxide / acetic acid / 0.5 h / 118 °C

2.1: sulfuric acid / water / 0.33 h / -5 °C

2.2: 4 h / -5 - 0 °C

3.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; tricyclohexylphosphine / tetrahydrofuran; water; toluene / 0.33 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sulfuric acid; dihydrogen peroxide; potassium carbonate; tricyclohexylphosphine; In tetrahydrofuran; water; acetic acid; toluene; 3.1: Suzuki-Miyaura coupling;

DOI:10.1021/ja204583e

Reference yield:

C39H30F6O6S2 (1320345-86-5) → 1,2-bis(2-ethyl-6-(4-(hydroxymethyl)phenyl)-1-benzothiophen-1,1-dioxide-3-yl)perfluorocyclopentene (1320345-92-3)

Guidance literature:

In 1,4-dioxane; Quantum yield; Visible light irradiation;

DOI:10.1021/ja204583e

upstream raw materials:

3,3'-(perfluorocyclopent-1-ene-1,2-diyl)bis(2-ethylbenzo[b]thiophene)

C₃₉H₃₀F₆O₆S₂

1,2-bis(2-ethyl-1-benzothiophene-6,6’-diiodo-1,1-dioxide-3-yl)perfluorocyclopentene

p-hydroxymethylphenylboronic acid

Downstream raw materials:

C₃₉H₃₀F₆O₆S₂