Ethyl 3-(benzofuran-2-yl)-3-oxopropanoate

Base Information

• Chemical Name: Ethyl 3-(benzofuran-2-yl)-3-oxopropanoate
• CAS No.: 78917-44-9
• Molecular Formula: C13H12O4
• Molecular Weight: 232.236
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID40509587
• Wikidata: Q82367275
• Mol file: 78917-44-9.mol

Synonyms:78917-44-9;Ethyl 3-(benzofuran-2-yl)-3-oxopropanoate;ETHYL 3-BENZOFURAN-2-YL-3-OXO-PROPIONATE;ETHYL 3-(1-BENZOFURAN-2-YL)-3-OXOPROPANOATE;ethyl 3-(benzo[b]furan-2-yl)-3-oxopropanoate;Ethyl3-(benzofuran-2-yl)-3-oxopropanoate;ETHYL3-BENZOFURAN-2-YL-3-OXO-PROPIONATE;SCHEMBL4502411;DTXSID40509587;DBSJYHCDGBZOEP-UHFFFAOYSA-N;MFCD04114373;AKOS005202396;AB18177;AC-7803;2-benzofuranyl ethyloxycarbonylmethyl ketone;CS-0340613;FT-0689885

Chemical Property of Ethyl 3-(benzofuran-2-yl)-3-oxopropanoate

Chemical Property:

• Vapor Pressure: 0.000173mmHg at 25°C
• Refractive Index: 1.564
• Boiling Point: 329.8 °C at 760 mmHg
• PKA: 9.29±0.46(Predicted)
• Flash Point: 153.3 °C
• PSA: 56.51000
• Density: 1.216 g/cm³
• LogP: 2.56870
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 232.07355886
• Heavy Atom Count: 17
• Complexity: 300

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl3-benzofuran-2-yl-3-oxo-propionate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)C1=CC2=CC=CC=C2O1

Technology Process of Ethyl 3-(benzofuran-2-yl)-3-oxopropanoate

There total 9 articles about Ethyl 3-(benzofuran-2-yl)-3-oxopropanoate 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: 70.0%

ethyl coumarilate (3199-61-9) + ethyl acetate (141-78-6) → 2-Benzofuranpropionic acid-β-oxo-ethylester (78917-44-9)

Guidance literature:

With sodium; In ethanol; for 2h; Heating;

Reference yield: 67.0%

2-benzofuroyl chloride (41717-28-6) + ethyl acetate (141-78-6) → 2-Benzofuranpropionic acid-β-oxo-ethylester (78917-44-9)

Guidance literature:

ethyl acetate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.75h; Inert atmosphere;

2-benzofuroyl chloride; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/chem.201601954

Reference yield: 53.0%

ethyl (2-chloroaceto)acetate (638-07-3) + salicylaldehyde (90-02-8) → 1-(benzo[b]furan-2-yl)ethanone (1646-26-0) + diethyl 1,4-cyclohexanedione-2,5-dicarboxylate (787-07-5) + 2-Benzofuranpropionic acid-β-oxo-ethylester (78917-44-9)

Guidance literature:

With potassium carbonate; In acetone; for 3.5h; Heating;

DOI:10.1055/s-1984-31084

upstream raw materials:

2-benzofuroyl chloride

ethyl acetoacetate

methyl benzofuran-2-carboxylate

ethyl acetate

Downstream raw materials:

2-(chloromethyl)-1-benzofuran

Refernces

• 1、 Toh, Kah Kah,Biswas, Anup,Wang, Yi-Feng,Tan, Yun Yun,Chiba, Shunsuke. "Copper-mediated oxidative transformation of N-allyl enamine carboxylates toward synthesis of azaheterocycles". . p. 6011 - 6020. Retrieved 2014/05/20.
• 2、 Toh, Kah Kah,Wang, Yi-Feng,Ng, Eileen Pei Jian,Chiba, Shunsuke. "Copper-mediated aerobic synthesis of 3-azabicyclo[3.1.0]hex-2-enes and 4-carbonylpyrroles from N-allyl/propargyl enamine carboxylates". supporting information; body text. p. 13942 - 13945. Retrieved 2011/10/30.