3-acetyl-2-phenylbenzofuran

Base Information

• Chemical Name: 3-acetyl-2-phenylbenzofuran
• CAS No.: 4265-21-8
• Molecular Formula: C₁₆H₁₂O₂
• Molecular Weight: 236.27
• Mol file: 4265-21-8.mol

Synonyms:3-acetyl-2-phenylbenzofuran

Chemical Property of 3-acetyl-2-phenylbenzofuran

Chemical Property:

• Melting Point: 44-45 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 396.3±30.0 °C(Predicted)
• Density: 1.162±0.06 g/cm3(Predicted)

Purity/Quality:

98% ^*data from raw suppliers

1-(2-Phenylbenzofuran-3-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-acetyl-2-phenylbenzofuran

There total 16 articles about 3-acetyl-2-phenylbenzofuran 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: 89.0%

2-(phenylethynyl)phenyl acetate (183589-09-5) → 3-acetyl-2-phenylbenzofuran (4265-21-8)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; C₂₃H₃₂N₂*H⁽¹⁺⁾*BF₄^(1-); sodium t-butanolate; In N,N-dimethyl-formamide; at 100 ℃; for 2h;

DOI:10.1002/cctc.202001949

Reference yield: 69.0%

2-phenylbenzofuran (1839-72-1) + acetic anhydride (108-24-7) → 3-acetyl-2-phenylbenzofuran (4265-21-8)

Guidance literature:

With Amberlyst 15; In 1,2-dichloro-ethane; for 6h; Reflux;

DOI:10.1016/j.bioorg.2019.102930

Reference yield:

2-phenyliodonio-1-phenylbutane-1,3-dione (128753-04-8) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → 2-methyl-3-benzoyl<2.3>benzofuran (18703-72-5) + 3-acetyl-2-phenylbenzofuran (4265-21-8)

Guidance literature:

With cesium fluoride; In acetonitrile; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1021/ol800051k

upstream raw materials:

2-phenylbenzofuran

acetyl chloride

methyl magnesium iodide

2-phenylbenzo[b]furan-3-carbonitrile

Downstream raw materials:

2-phenyl-3-[3-(diethylamino)propionyl]benzofuran

2-Phenyl-3-(3-pyrrolidinopropionyl)benzofuran

2-phenyl-3-[3-(dimethylamino)propionyl]benzofuran

Refernces

• 1、 Doi, Ryohei,Shimizu, Koji,Ikemoto, Yuma,Uchiyama, Masashi,Koshiba, Mikiko,Furukawa, Atsushi,Maenaka, Katsumi,Watanabe, Satoshi,Sato, Yoshihiro. "Nickel-Catalyzed Acyl Group Transfer of o-Alkynylphenol Esters Accompanied by C?O Bond Fission for Synthesis of Benzo[b]furan". . p. 2086 - 2092. Retrieved 2021/02/27.
• 2、 Huang, Xiao-Cheng,Liu, Yi-Lin,Liang, Yun,Pi, Shao-Feng,Wang, Feng,Li, Jin-Heng. "Cycloaddition of arynes with lodonium ylides: A mild and general route for the synthesis of benzofuran derivatives". supporting information; experimental part. p. 1525 - 1528. Retrieved 2009/04/07.