Ethyl 3-methyl-1-benzofuran-2-carboxylate

Base Information

• Chemical Name: Ethyl 3-methyl-1-benzofuran-2-carboxylate
• CAS No.: 22367-82-4
• Molecular Formula: C12H12O3
• Molecular Weight: 204.225
• Hs Code.: 29321900
• DSSTox Substance ID: DTXSID70360981
• Wikidata: Q82143044
• ChEMBL ID: CHEMBL4584019
• Mol file: 22367-82-4.mol

Synonyms:22367-82-4;ethyl 3-methyl-1-benzofuran-2-carboxylate;3-Methylbenzofuran-2-carboxylic acid ethyl ester;Ethyl 3-methylbenzofuran-2-carboxylate;Ethyl 3-Methyl-2-benzifurancarboxylate;MFCD00846334;3-methyl-benzofuran-2-carboxylic acid ethyl ester;ChemDiv3_015600;SCHEMBL719242;CHEMBL4584019;DTXSID70360981;TQR0009;FBWZJJPGVQYUIN-UHFFFAOYSA-N;HMS1517F02;XAA36782;GEO-01765;STK416217;AKOS000359213;CCG-143808;FS-1344;SY063557;CS-0061548;FT-0616126;EN300-16164;N10423;3-Methyl-2-benzofurancarboxylic acid ethyl ester;AH-262/31840034;SR-01000153870;SR-01000153870-1;W-200232;Z54068549

Chemical Property of Ethyl 3-methyl-1-benzofuran-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.00203mmHg at 25°C
• Melting Point: 49-51 °C
• Refractive Index: 1.564
• Boiling Point: 290.8 °C at 760 mmHg
• Flash Point: 129.7 °C
• PSA: 39.44000
• Density: 1.153 g/cm³
• LogP: 2.91790
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 204.078644241
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

99% ^*data from raw suppliers

Ethyl3-Methyl-1-benzofuran-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi,C
• Hazard Codes: Xn,Xi,C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C2=CC=CC=C2O1)C

Technology Process of Ethyl 3-methyl-1-benzofuran-2-carboxylate

There total 9 articles about Ethyl 3-methyl-1-benzofuran-2-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: 84.0%

Ethyl 2-phenoxy-3-oxobutanoate (7699-83-4) → ethyl 3-methyl-1-benzofuran-2-carboxylate (22367-82-4)

Guidance literature:

With sulfuric acid; at 0 - 5 ℃; for 2h;

DOI:10.1021/acsmedchemlett.0c00094

Reference yield: 65.0%

2-(2'-acetylphenoxy)acetic acid ethyl ester (63815-27-0) → ethyl 3-methyl-1-benzofuran-2-carboxylate (22367-82-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 130 ℃; for 1h;

DOI:10.1016/j.bmcl.2020.127109

Reference yield: 61.0%

o-hydroxyacetophenone (118-93-4,104809-67-8) + ethyl bromoacetate (105-36-2) → ethyl 3-methyl-1-benzofuran-2-carboxylate (22367-82-4)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; acetonitrile; for 72h; Reflux;

DOI:10.1039/c6ob02569b

upstream raw materials:

ethyl 2-chloro-3-oxo-butyrate

2-(2'-acetylphenoxy)acetic acid ethyl ester

o-hydroxyacetophenone

ethyl bromoacetate

Downstream raw materials:

3-methylbenzofuran-2-carboxylic acid hydrazide

3-methylbenzofuran-2-carboxaldehyde

N’-(1-(4-methoxyphenyl)ethylidene)-3-methylbenzofuran-2-carbohydrazide

ethyl 5-(4-fluorophenylaminosulfonyl)-3-methylbenzofuran-2-carboxylate

Refernces

• 1、 Coaviche-Yoval, Arturo,Andrade-Jorge, Erik,Pérez-González, Cuauhtémoc,Luna, Héctor,Tovar-Miranda, Ricardo,Trujillo-Ferrara, José G.. "Quantum reality in the selective reduction of a benzofuran system". . . Retrieved 2019.
• 2、 Thorat, Bapu R.,Nazirkar, Bhusan,Thorat, Vaishali B.,More, Kishor,Jagtap, Ravindra,Yamgar, Ramesh. "Synthesis, SAR, molecular docking and antituberculosis study of 3-methyl-1-benzofuran-2-carbohydrazide". . p. 2346 - 2352. Retrieved 2016.
• 3、 Eldehna, Wagdy M.,Salem, Rofaida,Elsayed, Zainab M.,Al-Warhi, Tarfah,Knany, Hamada R.,Ayyad, Rezk R.,Traiki, Thamer Bin,Abdulla, Maha-Hamadien,Ahmad, Rehan,Abdel-Aziz, Hatem A.,El-Haggar, Radwan. "Development of novel benzofuran-isatin conjugates as potential antiproliferative agents with apoptosis inducing mechanism in Colon cancer". . p. 1424 - 1435. Retrieved 2021/07/02.