3-(3-Methylphenyl)-2-benzofuran-1(3H)-one

Base Information

• Chemical Name: 3-(3-Methylphenyl)-2-benzofuran-1(3H)-one
• CAS No.: 90445-45-7
• Molecular Formula: C15H12O2
• Molecular Weight: 224.259
• DSSTox Substance ID: DTXSID20518531
• Nikkaji Number: J2.843.535E
• Mol file: 90445-45-7.mol

Synonyms:90445-45-7;3-(m-Tolyl)isobenzofuran-1(3H)-one;3-(3-Methylphenyl)-2-benzofuran-1(3H)-one;SCHEMBL11547373;DTXSID20518531

Chemical Property of 3-(3-Methylphenyl)-2-benzofuran-1(3H)-one

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 224.083729621
• Heavy Atom Count: 17
• Complexity: 299

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)C2C3=CC=CC=C3C(=O)O2

Technology Process of 3-(3-Methylphenyl)-2-benzofuran-1(3H)-one

There total 14 articles about 3-(3-Methylphenyl)-2-benzofuran-1(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: 90.0%

C7H7BF3(1+)*K(1+) + o-phthalic dicarboxaldehyde (643-79-8) → 3-(m-tolyl)isobenzofuran-1(3H)-one (90445-45-7)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; Li₂CO₃; 1,2-bis-(diphenylphosphino)ethane; In water; 1,2-dichloro-ethane; at 85 ℃; for 12h;

DOI:10.1002/adsc.201000741

Reference yield: 82.0%

m-tolylboronic acid (17933-03-8) + o-phthalic dicarboxaldehyde (643-79-8) → 3-(m-tolyl)isobenzofuran-1(3H)-one (90445-45-7)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; oxygen; potassium carbonate; 1,4-di(diphenylphosphino)-butane; In 1,2-dichloro-ethane; at 65 ℃; for 12h;

DOI:10.1002/anie.201000302

Reference yield: 77.0%

N-methylbenzamide (88070-48-8) + m-tolyl aldehyde (620-23-5) → 3-(m-tolyl)isobenzofuran-1(3H)-one (90445-45-7)

Guidance literature:

N-methylbenzamide; m-tolyl aldehyde; With rhenium(I) pentacarbonyl bromide; dimethyl zinc(II); zinc dibromide; In 1,2-dimethoxyethane; toluene; at 130 ℃; for 24h; Inert atmosphere; Schlenk technique;

With hydrogenchloride; In 1,2-dimethoxyethane; water; toluene; at 80 ℃; for 3h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.9b02142

upstream raw materials:

2-m-Toluoyl-benzil

dimethyl-2,3' benzophenone

m-tolylboronic acid

o-phthalic dicarboxaldehyde

Refernces

• 1、 Hasan, Mohsin,Tonk, Rajiv Kumar,Yadav, Vivek. "Efficient One-Pot Synthesis of 3-Substituted Phthalides via Additive Arylation of Organozinc Intermediate". . p. 783 - 789. Retrieved 2022/02/17.
• 2、 Zhang, Sheng,Li, Lijun,Wang, Huiqiao,Li, Qian,Liu, Wenmin,Xu, Kun,Zeng, Chengchu. "Scalable Electrochemical Dehydrogenative Lactonization of C(sp2/sp3)-H Bonds". supporting information. p. 252 - 255. Retrieved 2018/01/17.