1-(2-fluoro-1-phenylvinyl)-4-(trifluoromethyl)benzene

Base Information

• Chemical Name: 1-(2-fluoro-1-phenylvinyl)-4-(trifluoromethyl)benzene
• CAS No.: 1262431-40-2
• Molecular Formula: C₁₅H₁₀F₄
• Molecular Weight: 266.238
• Mol file: 1262431-40-2.mol

Synonyms:

Chemical Property of 1-(2-fluoro-1-phenylvinyl)-4-(trifluoromethyl)benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-fluoro-1-phenylvinyl)-4-(trifluoromethyl)benzene

There total 5 articles about 1-(2-fluoro-1-phenylvinyl)-4-(trifluoromethyl)benzene 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:

(Z)-2-fluoro-1-phenylvinyl 4-methylbenzenesulfonate (1262431-36-6) + 4-trifluoromethylphenylboronic acid (128796-39-4) → 1-(2-fluoro-1-phenylvinyl)-4-(trifluoromethyl)benzene (1262431-40-2) + 1-(2-fluoro-1-phenylvinyl)-4-(trifluoromethyl)benzene

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; tricyclohexylphosphine; In 1,4-dioxane; at 100 ℃; for 14h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ol102645g

Reference yield:

2,2,2-Trifluoroacetophenone (434-45-7) → 1-(2-fluoro-1-phenylvinyl)-4-(trifluoromethyl)benzene (1262431-40-2) + 1-(2-fluoro-1-phenylvinyl)-4-(trifluoromethyl)benzene

Guidance literature:

Multi-step reaction with 5 steps

1: sodium tetrahydroborate / methanol / 0 - 20 °C

2: triethylamine / dichloromethane / 0 - 20 °C

3: lithium hexamethyldisilazane / tetrahydrofuran; hexane / 0.92 h / -78 °C / Inert atmosphere

4: lithium aluminium tetrahydride / diethyl ether / -40 °C

5: potassium phosphate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tricyclohexylphosphine / 1,4-dioxane / 14 h / 100 °C / Inert atmosphere

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium tetrahydroborate; potassium phosphate; lithium aluminium tetrahydride; triethylamine; lithium hexamethyldisilazane; tricyclohexylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; 5: Suzuki-Miyaura reaction;

DOI:10.1021/ol102645g

Reference yield:

2,2-difluoro-1-phenylvinyl 4-methylbenzenesulfonate (1256278-62-2) → 1-(2-fluoro-1-phenylvinyl)-4-(trifluoromethyl)benzene (1262431-40-2) + 1-(2-fluoro-1-phenylvinyl)-4-(trifluoromethyl)benzene

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / diethyl ether / -40 °C

2: potassium phosphate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tricyclohexylphosphine / 1,4-dioxane / 14 h / 100 °C / Inert atmosphere

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; lithium aluminium tetrahydride; tricyclohexylphosphine; In 1,4-dioxane; diethyl ether; 2: Suzuki-Miyaura reaction;

DOI:10.1021/ol102645g

upstream raw materials:

2,2-difluoro-1-phenylvinyl 4-methylbenzenesulfonate

(Z)-2-fluoro-1-phenylvinyl 4-methylbenzenesulfonate

4-trifluoromethylphenylboronic acid

2,2,2-Trifluoroacetophenone

Refernces