2-phenyl-5-(trifluoromethyl)benzofuran

Base Information

• Chemical Name: 2-phenyl-5-(trifluoromethyl)benzofuran
• CAS No.: 16238-03-2
• Molecular Formula: C₁₅H₉F₃O
• Molecular Weight: 262.231
• Mol file: 16238-03-2.mol

Synonyms:2-phenyl-5-(trifluoromethyl)benzofuran

Chemical Property of 2-phenyl-5-(trifluoromethyl)benzofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-phenyl-5-(trifluoromethyl)benzofuran

There total 9 articles about 2-phenyl-5-(trifluoromethyl)benzofuran 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: 90.0%

α,α,α-trifluoro-o-iodo-p-cresol (463976-21-8) + phenylacetylene (536-74-3) → 2-phenyl-5-(trifluoromethyl)benzofuran (16238-03-2)

Guidance literature:

With dichloro{2-[(1H-pyrazol-1-yl-κN²)methyl]-6-(1H-pyrazol-1-yl-κN²)pyridine-κN}copper(II); caesium carbonate; In 1,4-dioxane; at 130 ℃; for 72h; Sealed tube; Inert atmosphere;

DOI:10.1002/adsc.201301010

Reference yield: 81.0%

1-bromo-2-(phenoxymethyl)-4-(trifluoromethyl)benzene + benzaldehyde (100-52-7) → 2-phenyl-5-(trifluoromethyl)benzofuran (16238-03-2)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 50 ℃; for 2h; Schlenk technique;

DOI:10.1021/acs.orglett.8b01207

Reference yield:

2-bromo-5-(trifluoromethyl)benzoic acid (1483-56-3) → 2-phenyl-5-(trifluoromethyl)benzofuran (16238-03-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate; iodine / tetrahydrofuran / 12 h / 0 °C / Heating

2.1: acetic acid; hydrogen bromide / water / 2 h / 100 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h

3.2: 20 °C

4.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h / 50 °C / Schlenk technique

With sodium tetrahydroborate; potassium tert-butylate; hydrogen bromide; iodine; potassium carbonate; acetic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.8b01207

upstream raw materials:

α,α,α-trifluoro-o-iodo-p-cresol

phenylacetylene

C₁₁H₁₂F₃NO₂

acetophenone

Refernces

• 1、 Moure, Maria Jesus,Sanmartin, Raul,Dominguez, Esther. "Copper pincer complexes as advantageous catalysts for the heteroannulation of ortho-halophenols and alkynes". . p. 2070 - 2080. Retrieved 2014/07/07.