Benzofuran-3-carboxylic acid methyl ester

Base Information

• Chemical Name: Benzofuran-3-carboxylic acid methyl ester
• CAS No.: 4687-24-5
• Molecular Formula: C10H8O3
• Molecular Weight: 176.172
• Hs Code.: 2932990090
• DSSTox Substance ID: DTXSID401269655
• Nikkaji Number: J80.875J
• Mol file: 4687-24-5.mol

Synonyms:4687-24-5;Methyl benzofuran-3-carboxylate;Benzofuran-3-carboxylic acid methyl ester;methyl 1-benzofuran-3-carboxylate;3-Benzofurancarboxylic acid, methyl ester;SCHEMBL72202;Methylbenzofuran-3-carboxylate;JBZWEVLMFYQKKZ-UHFFFAOYSA-N;DTXSID401269655;Methyl benzo[b]furan-3-carboxylate;MFCD15144245;AKOS013433814;AS-5922;1-Benzofuran-3-carboxylic acid methyl ester;CS-0290535;FT-0714918;EN300-213302;F88021

Chemical Property of Benzofuran-3-carboxylic acid methyl ester

Chemical Property:

• Boiling Point: 257.7±13.0 °C(Predicted)
• PSA: 39.44000
• Density: 1?+-.0.06 g/cm3(Predicted)
• LogP: 2.21940
• XLogP3: 2.2
• 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:

95% ^*data from raw suppliers

Benzofuran-3-carboxylicacidmethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=COC2=CC=CC=C21

Technology Process of Benzofuran-3-carboxylic acid methyl ester

There total 15 articles about Benzofuran-3-carboxylic acid methyl ester 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: 93.0%

(rac)-methyl 2,3-dihydrobenzo[b]furan-3-carboxylate (39891-56-0) → benzofuran-3-carboxylic acid methyl ester (4687-24-5)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 48h;

Reference yield: 88.0%

2-(2-bromophenyl)-3-oxo-propionic acid methyl ester (1103768-13-3) → benzofuran-3-carboxylic acid methyl ester (4687-24-5)

Guidance literature:

With copper(l) iodide; potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 2h;

DOI:10.3987/COM-08-11458

Reference yield: 80.0%

1'-bis(diphenylphosphino)ferrocene + palladium diacetate (3375-31-3) + benzo[b]furan-3-yl trifluoromethane sulfonate (174211-74-6) → benzofuran-3-carboxylic acid methyl ester (4687-24-5)

Guidance literature:

With triethylamine; In N-methyl-acetamide; methanol; ethyl acetate; petrol;

upstream raw materials:

2,3-dihydro-4H-1-benzopyran-4-one

trimethyl orthoformate

methanol

carbon monoxide

Downstream raw materials:

3-hydroxymethylbenzofuran

benzofuran-3-ylmethanamine

benzofurane-3-carboxylic acid

Refernces

• 1、 Khan, Faiyaz,Fatima, Mehvish,Shirzaei, Moheb,Vo, Yen,Amarasiri, Madushani,Banwell, Martin G.,Ma, Chenxi,Ward, Jas S.,Gardiner, Michael G.. "Tandem Ullmann-Goldberg Cross-Coupling/Cyclopalladation-Reductive Elimination Reactions and Related Sequences Leading to Polyfunctionalized Benzofurans, Indoles, and Phthalanes". supporting information. p. 6342 - 6346. Retrieved 2019/08/20.
• 2、 Melkonyan, Ferdinand S.,Golantsov, Nikita E.,Karchava, Alexander V.. "A simple and practical synthesis of methyl benzo[b]furan-3-carboxylates". experimental part. p. 2973 - 2980. Retrieved 2009/05/31.