Benzofuran, 5-methyl-2-phenyl-

Base Information

• Chemical Name: Benzofuran, 5-methyl-2-phenyl-
• CAS No.: 25871-52-7
• Molecular Formula: C15H12O
• Molecular Weight: 208.26
• Mol file: 25871-52-7.mol

Synonyms:2-phenylbenzofuran;5-methyl-2-phenyl-benzofuran;5-methyl-2-phenylbenzo[b]furan;5-methyl-2-phenylbenzofuran;5-Methyl-2-phenyl-1-benzofuran;5-methyl-2-phenyl-benzo[b]furan;

Chemical Property of Benzofuran, 5-methyl-2-phenyl-

Chemical Property:

• Melting Point: 128 - 130 °C
• PSA: 13.14000
• LogP: 4.40820

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzofuran, 5-methyl-2-phenyl-

There total 53 articles about Benzofuran, 5-methyl-2-phenyl- 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: 98.0%

2-(2-Hydroxy-5-methylphenyl)-1-phenylethin (122778-92-1) → 5-methyl-2-phenylbenzofuran (25871-52-7)

Guidance literature:

With caesium carbonate; In acetonitrile; at 60 ℃; for 12h; Sealed tube;

DOI:10.1039/c8ra03882a

Reference yield: 93.0%

2-iodo-4-methylphenol (16188-57-1) + phenylacetylene (536-74-3) → 5-methyl-2-phenylbenzofuran (25871-52-7)

Guidance literature:

With copper(l) iodide; L-proline; sodium hydroxide; In dimethyl sulfoxide; at 80 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tetlet.2018.11.076

Reference yield: 93.0%

1-bromo-2-(phenylethynyl)-4-methylbenzene (264912-27-8) → 5-methyl-2-phenylbenzofuran (25871-52-7)

Guidance literature:

With 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; cesiumhydroxide monohydrate; In 1,4-dioxane; at 110 ℃; for 12h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1002/adsc.201300088

upstream raw materials:

2-hydroxy-5-methylbenzaldehyde

Chloro-phenyl-acetic acid

2-(4-methylphenoxy)acetophenone

2-(2-Hydroxy-5-methylphenyl)-1-phenylethin

Downstream raw materials:

5-methyl-2-phenyl-3-(phenylthio)benzofuran

2-phenyl-3-acetyl-5-methylbenzofuran

2-phenyl-3-[3-(dimethylamino)propionyl]-5-methylbenzofuran

5-Bromomethyl-2-phenyl-benzofuran

Refernces

• 1、 Wen, Chang,Wu, Chuan,Luo, Ruiqiang,Li, Qinghan,Chen, Feng. "Highly Efficient Synthesis of 2-Substituted Benzo[ b ]furan Derivatives from the Cross-Coupling Reactions of 2-Halobenzo[ b ]furans with Organoalane Reagents". supporting information. p. 3847 - 3861. Retrieved 2021/07/02.
• 2、 Chen, Ze-Pin,Zhou, Yi,Shui, Meng-Zhu,Liu, Feng. "CuI catalyzed domino coupling–cyclization of 2-iodo-phenols and 1-alkynes to the synthesis of 2-substituted benzo[b]furans/furo-pyridines". supporting information. p. 133 - 136. Retrieved 2018/12/11.