3-(Phenylmethylene)benzofuran-2(3H)-one

Base Information

• Chemical Name: 3-(Phenylmethylene)benzofuran-2(3H)-one
• CAS No.: 4645-16-3
• Molecular Formula: C15H10O2
• Molecular Weight: 222.243
• Mol file: 4645-16-3.mol

Synonyms:2-(2-Hydroxy-phenyl)-3-phenyl-acrylsaeure-lacton;isoaurone A;3-((Ξ)-benzylidene)-3H-benzofuran-2-one;3-((Ξ)-Benzyliden)-3H-benzofuran-2-on;3-[1-Phenyl-meth-(Z)-ylidene]-3H-benzofuran-2-one;3-benzylidenebenzofuran-2(3H)-one;3-benzylidene-3H-benzofuran-2-one;

Chemical Property of 3-(Phenylmethylene)benzofuran-2(3H)-one

Chemical Property:

• PSA: 26.30000
• LogP: 3.14620

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(Phenylmethylene)benzofuran-2(3H)-one

There total 23 articles about 3-(Phenylmethylene)benzofuran-2(3H)-one 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: 83.0%

2-(2-methoxy-phenyl)-3-phenyl-acrylic acid (30148-07-3) → 3-[1-phenyl-methylidine]-3H-benzofuran-2-one (4645-16-3)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.1002/cctc.201600279

Reference yield: 72.0%

carbon monoxide (201230-82-2) + 2-phenylethynylphenol (92151-73-0) + phenol (108-95-2,27073-41-2) → 3-[1-phenyl-methylidine]-3H-benzofuran-2-one (4645-16-3)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; zinc; In toluene; at 100 ℃; for 24h; under 3800.26 Torr; regioselective reaction;

DOI:10.1016/j.tetlet.2010.10.017

Reference yield: 62.0%

benzaldehyde (100-52-7) + 2-Hydroxyphenylacetic acid (614-75-5) → 3-[1-phenyl-methylidine]-3H-benzofuran-2-one (4645-16-3)

Guidance literature:

2-Hydroxyphenylacetic acid; With sodium hydrogencarbonate; In water; at 50 ℃; for 2h;

benzaldehyde; With acetic anhydride; for 6h; Heating;

DOI:10.1016/j.tet.2006.07.019

upstream raw materials:

2-oxo-3-(phenyl)propionic acid

phenol

trans-α-(2'-chlorophenyl)cinnamic acid

benzaldehyde

Refernces

• 1、 Santhoshkumar, Rajagopal,Hong, Ya-Chun,Luo, Ching-Zong,Wu, Yun-Ching,Hung, Chen-Hsun,Hwang, Kuen-Yuan,Tu, An-Pang,Cheng, Chien-Hong. "Synthesis of Vinyl Carboxylic Acids using Carbon Dioxide as a Carbon Source by Iron-Catalyzed Hydromagnesiation". . p. 2210 - 2213. Retrieved 2016/07/19.
• 2、 Marelli, Chiara,Monti, Chiara,Galli, Simona,Masciocchi, Norberto,Piarulli, Umberto. "2-(2-Hydroxyaryl)cinnamic amides: a new class of axially chiral molecules". . p. 8943 - 8951. Retrieved 2007/10/03.