Bis(benzo[b]furan-2-yl)methanone

Base Information

• Chemical Name: Bis(benzo[b]furan-2-yl)methanone
• CAS No.: 21382-50-3
• Molecular Formula: C₁₇H₁₀O₃
• Molecular Weight: 262.265
• UNII: H2M29UAB94
• ChEMBL ID: CHEMBL226417
• Mol file: 21382-50-3.mol

Synonyms:bis(1-benzofuran-2-yl)methanone;bis(benzo[b]furan-2-yl)methanone;Bis(2-benzofuranyl)methanone;H2M29UAB94;Methanone, bis(2-benzofuranyl)-;21382-50-3;UNII-H2M29UAB94;CHEMBL226417;CHEMBL-226417;bis-benzofuranyl ketone;D0Z3DW;SCHEMBL244107;BDBM50202218;AKOS002385499;2-(1-benzofuran-2-carbonyl)-1-benzofuran;EN300-22989703;Z232333564

Chemical Property of Bis(benzo[b]furan-2-yl)methanone

Chemical Property:

• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 262.062994177
• Heavy Atom Count: 20
• Complexity: 346

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(O2)C(=O)C3=CC4=CC=CC=C4O3

Technology Process of Bis(benzo[b]furan-2-yl)methanone

There total 2 articles about Bis(benzo[b]furan-2-yl)methanone 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: 19.0%

1-benzofurane (271-89-6) + chloroformic acid ethyl ester (541-41-3) → ethyl coumarilate (3199-61-9) + tri(benzofuran-2-yl)methanol (1380545-55-0) + bis(benzofuran-2-yl)-methanone (21382-50-3)

Guidance literature:

1-benzofurane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

chloroformic acid ethyl ester; In tetrahydrofuran; hexane; at -78 ℃; for 3h;

With ammonium chloride; In tetrahydrofuran; hexane; water;

DOI:10.1016/j.tet.2012.04.016

Reference yield:

1-benzofurane (271-89-6) + carbon dioxide (124-38-9,18923-20-1) → Benzofuran-2-carboxylic acid (496-41-3) + bis(benzofuran-2-yl)-methanone (21382-50-3)

Guidance literature:

1-benzofurane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 1h;

With [2,2]bipyridinyl; (-)-menthol; In tetrahydrofuran; hexane; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; hexane; at 20 ℃; for 0.0166667h; under 5171.62 Torr; Flow reactor;

DOI:10.1002/anie.201405014

Reference yield:

bis(benzofuran-2-yl)-methanone (21382-50-3) → 1-(3,3-di(benzofuran-2-yl)allyl)-3-(2-oxo-2-phenylethyl)-1H-benzo[d]imidazol-3-ium bromide

Guidance literature:

Multi-step reaction with 5 steps

1: toluene / 12 h / Reflux

2: diisobutylaluminium hydride / toluene; dichloromethane / 1.5 h / -78 °C

3: triethylamine / dichloromethane / 2 h / 0 - 20 °C

4: acetonitrile / 12 h / Reflux

5: acetone / Reflux

With diisobutylaluminium hydride; triethylamine; In dichloromethane; acetone; toluene; acetonitrile;

upstream raw materials:

1-benzofurane

chloroformic acid ethyl ester

carbon dioxide