Methyl benzofuran-5-carboxylate

Base Information

• Chemical Name: Methyl benzofuran-5-carboxylate
• CAS No.: 108763-47-9
• Molecular Formula: C10H8O3
• Molecular Weight: 176.172
• Hs Code.: 2932999099
• European Community (EC) Number: 967-487-8
• DSSTox Substance ID: DTXSID40506490
• Nikkaji Number: J2.797.633F
• Wikidata: Q72487877
• Mol file: 108763-47-9.mol

Synonyms:METHYL BENZOFURAN-5-CARBOXYLATE;108763-47-9;methyl 1-benzofuran-5-carboxylate;5-Benzofurancarboxylic acid, methyl ester;MFCD06204199;MethylBenzofuran-5-carboxylate;SCHEMBL826046;5-(Methoxycarbonyl)benzo[b]furan;DTXSID40506490;XDRBAVJWSHNLQN-UHFFFAOYSA-N;AKOS002666477;AM86290;AS-36128;SY004326;CS-0150800;FT-0730887;EN300-118368;A895195

Chemical Property of Methyl benzofuran-5-carboxylate

Chemical Property:

• Vapor Pressure: 0.014mmHg at 25°C
• Melting Point: 62-63 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6))
• Boiling Point: 257.724°C at 760 mmHg
• Flash Point: 109.668°C
• PSA: 39.44000
• Density: 1.221g/cm³
• LogP: 2.21940
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 176.047344113
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

98%min ^*data from raw suppliers

Methylbenzofuran-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(C=C1)OC=C2

Technology Process of Methyl benzofuran-5-carboxylate

There total 23 articles about Methyl benzofuran-5-carboxylate 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: 95.0%

methyl 2-hydroxy-2,3-dihydrobenzofuran-5-carboxylate → 5-(methoxycarbonyl)benzo[b]furan (108763-47-9)

Guidance literature:

With phosphoric acid; at 50 ℃; for 0.0833333h;

DOI:10.1021/jm00016a013

Reference yield: 83.0%

methyl 2,3-dihydro-1-benzofuran-5-carboxylate (588702-80-1) → 5-(methoxycarbonyl)benzo[b]furan (108763-47-9)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 2h; Reflux;

DOI:10.1016/j.bmc.2009.01.019

Reference yield: 78.0%

methanol (67-56-1) + 5-bromobenzofuran (23145-07-5) + carbon monoxide (201230-82-2) → 5-(methoxycarbonyl)benzo[b]furan (108763-47-9)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine; In dimethyl sulfoxide; at 80 ℃; for 18h; under 3102.97 Torr;

upstream raw materials:

2-[(E)-2-nitroethenyl]furan

acrylic acid methyl ester

ethyl acrylate

methyl 2,3-dihydro-1-benzofuran-5-carboxylate

Downstream raw materials:

methyl 2,3-dihydro-1-benzofuran-5-carboxylate

benzofuran-5-carboxylic acid

methyl 3-bromo-1-benzofuran-5-carboxylate

benzofuran-5-carbonyl chloride

Refernces

• 1、 Bismuto, Alessandro,Boehm, Philip,Morandi, Bill,Roediger, Sven. "Palladium-Catalyzed Chlorocarbonylation of Aryl (Pseudo)Halides Through In Situ Generation of Carbon Monoxide". . p. 17887 - 17896. Retrieved 2020/08/19.
• 2、 Xu-Xu, Qing-Feng,Liu, Qiang-Qiang,Zhang, Xiao,You, Shu-Li. "Copper-Catalyzed Ring Opening of Benzofurans and an Enantioselective Hydroamination Cascade". . p. 15204 - 15208. Retrieved 2018/10/24.