6-Methoxy-2,3-diphenyl-1-benzofuran

Base Information

• Chemical Name: 6-Methoxy-2,3-diphenyl-1-benzofuran
• CAS No.: 14770-94-6
• Molecular Formula: C21H16O2
• Molecular Weight: 300.357
• DSSTox Substance ID: DTXSID40500695
• Nikkaji Number: J988.932I
• Wikidata: Q82352525
• Mol file: 14770-94-6.mol

Synonyms:14770-94-6;6-Methoxy-2,3-diphenylbenzofuran;6-Methoxy-2,3-diphenyl-1-benzofuran;DTXSID40500695

Chemical Property of 6-Methoxy-2,3-diphenyl-1-benzofuran

Chemical Property:

• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 300.115029749
• Heavy Atom Count: 23
• Complexity: 370

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=C(O2)C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of 6-Methoxy-2,3-diphenyl-1-benzofuran

There total 19 articles about 6-Methoxy-2,3-diphenyl-1-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%

O-methylresorcine (150-19-6) + diphenyl acetylene (501-65-5) → 6-methoxy-2,3-diphenylbenzo[b]furan (14770-94-6)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,10-Phenanthroline; sodium acetate; copper(II) acetate monohydrate; In 1,4-dioxane; at 130 ℃; for 24h; regioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201210217

Reference yield: 83.0%

bromobenzene (108-86-1,52753-63-6) + 7-methoxycoumarin (531-59-9) → 6-methoxy-2,3-diphenylbenzo[b]furan (14770-94-6)

Guidance literature:

With 1,10-Phenanthroline; palladium diacetate; caesium carbonate; In 1,3,5-trimethyl-benzene; at 160 ℃; for 18h;

DOI:10.1039/c5cc01427a

Reference yield: 75.0%

(2-benzoyl-5-methoxyphenoxy)phenylacetic acid (102260-77-5) → 6-methoxy-2,3-diphenylbenzo[b]furan (14770-94-6)

Guidance literature:

With sodium acetate; In acetic anhydride; benzene; Heating;

upstream raw materials:

6-Hydroxy-2,3-diphenylbenzofuran

(2-benzoyl-5-methoxyphenoxy)phenylacetic acid

2-hydroxy-2-(4-methoxyphenyl)-1,2-diphenylethanone

methoxybenzene

Downstream raw materials:

β-(2,3-diphenyl-6-methoxy-5-benzofuranoyl)-propionic acid

5,7-Bis-[5-(4-nitro-phenyl)-4-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-2,3-diphenyl-benzofuran-6-ol

5,7-Bis-[5-(4-nitro-phenyl)-4-phenyl-4,5-dihydro-isoxazol-3-yl]-2,3-diphenyl-benzofuran-6-ol

1,1'-(6-Hydroxy-2,3-diphenylbenzofuran-5,7-diyl)bis-<3-(p-nitrophenyl)-2-phenyl-2-propen-1-one>

Refernces

• 1、 Wang, Heui-Sin,Chan, Chieh-Kai,Chang, Meng-Yang. "Ga(OTf)3-mediated synthesis of substituted benzofurans". . p. 5132 - 5141. Retrieved 2016/07/25.
• 2、 Khoobi, Mehdi,Molaverdi, Fatemeh,Jafarpour, Farnaz,Abbasnia, Masoumeh,Kubicki, Maciej,Shafiee, Abbas. "A one-pot domino C-H, C-C activation in coumarins: A fast track to 2,3-diaryl benzo[b]furans". supporting information. p. 11713 - 11716. Retrieved 2015/07/15.