Ethyl 4-(5-formyl-2-furyl)benzoate

Base Information

• Chemical Name: Ethyl 4-(5-formyl-2-furyl)benzoate
• CAS No.: 19247-87-1
• Molecular Formula: C14H12O4
• Molecular Weight: 244.247
• Hs Code.: 2932190090
• European Community (EC) Number: 673-178-6
• DSSTox Substance ID: DTXSID70345935
• Nikkaji Number: J1.734.337H
• Wikidata: Q82118738
• ChEMBL ID: CHEMBL1300605
• Mol file: 19247-87-1.mol

Synonyms:Ethyl 4-(5-formyl-2-furyl)benzoate;19247-87-1;ethyl 4-(5-formylfuran-2-yl)benzoate;4-(5-Formyl-furan-2-yl)-benzoic acid ethyl ester;ethyl (5-formyl-2-furyl)benzoate;MLS000332824;SMR000436185;4-(5-formyl-2-furanyl)benzoic acid ethyl ester;4-(5-Formyl-furan-2-yl)benzoic acid ethyl ester;Oprea1_217295;5-(p-carbethoxyphenyl)furfural;cid_608139;SCHEMBL1787240;CHEMBL1300605;BDBM47981;BENZALDEHYDESODIUMBISULFITE;DTXSID70345935;Ethyl(5-formyl-2-furyl)benzoate;HMS2794C20;BBL012751;MFCD00778531;STK085744;ethyl4-(5-formylfuran-2-yl)benzoate;AKOS000100211;ethyl 4-(5-formyl-2-furanyl)benzoate;SB61177;Ethyl 4-(5-formyl-2-furyl)benzoate #;AS-40666;ethyl 4-(5-methanoylfuran-2-yl)benzoate;BB 0217319;CS-0307826;FT-0637818;EN300-08143;4-(5-formyl-2-furyl)benzoic acid ethyl ester;4-(5-Formyl-furan-2-yl)benzoic acid ethylester;4-(5-formylfuran-2-yl)benzoic acid ethyl ester;A813580;AH-034/06215031;4-(5-Formyl-furan-2-yl)-benzoic acid ethyl ester;Benzoic acid, 4-(5-formyl-2-furyl)-, ethyl ester;Z56860345

Chemical Property of Ethyl 4-(5-formyl-2-furyl)benzoate

Chemical Property:

• Melting Point: 113-115 °C
• Boiling Point: 404.7 °C at 760 mmHg
• Flash Point: 198.6 °C
• PSA: 56.51000
• Density: 1.199 g/cm³
• LogP: 2.93580
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 244.07355886
• Heavy Atom Count: 18
• Complexity: 294

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl4-(5-Formyl-2-furyl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)C2=CC=C(O2)C=O

Technology Process of Ethyl 4-(5-formyl-2-furyl)benzoate

There total 10 articles about Ethyl 4-(5-formyl-2-furyl)benzoate 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: 98.0%

5-formylfurane-2-boronic acid (27329-70-0) + 4-iodobenzoic acid ethyl ester (51934-41-9) → 5-(4-ethoxycarbonylphenyl)furan-2-carbaldehyde (19247-87-1)

Guidance literature:

With potassium carbonate; In ethanol; water; at 20 ℃; for 0.5h; Sealed tube; Green chemistry;

DOI:10.1002/cssc.201402858

Reference yield: 82.0%

5-bromo-2-furancarboxaldehyde (1899-24-7) + 4-(ethoxycarbonyl)phenylzinc iodide (131379-16-3) → 5-(4-ethoxycarbonylphenyl)furan-2-carbaldehyde (19247-87-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.03.035

Reference yield: 78.0%

5-iodofuran-2-carbaldehyde (2689-65-8) + 4-iodobenzoic acid ethyl ester (51934-41-9) → 5-(4-ethoxycarbonylphenyl)furan-2-carbaldehyde (19247-87-1)

Guidance literature:

5-iodofuran-2-carbaldehyde; With indium; octadecane; lithium chloride; In tetrahydrofuran; at 30 ℃; for 0.333333h;

4-iodobenzoic acid ethyl ester; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 25 ℃; for 1.5h; Inert atmosphere;

DOI:10.1002/anie.200802292

upstream raw materials:

furfural

p-aminoethylbenzoate

4-(ethoxycarbonyl)benzenediazonium chloride

5-bromo-2-furancarboxaldehyde

Downstream raw materials:

ethyl 4-[5-({[2-(3-fluorophenyl)ethyl]amino}methyl)-2-furanyl]benzoate

4-[5-(4,6-dioxo-2-thioxo-tetrahydro-pyrimidin-5-ylidenemethyl)furan-2-yl]benzoic acid ethyl ester

Refernces

• 1、 -. "2. 5 - Double-substituted furyl derivatives and their use as SIRT protein inhibitor in the preparation of medicaments". Paragraph 0052-0054; 0117. . Retrieved 2019/02/13.
• 2、 Pascanu, Vlad,Hansen, Peter R.,Bermejo G?3mez, Antonio,Ayats, Carles,Platero-Prats, Ana E.,Johansson, Magnus J.,Peric??s, Miquel ??.,Mart??n-Matute, Bel??n. "Highly functionalized biaryls via Suzuki-Miyaura cross-coupling catalyzed by Pd@MOF under batch and continuous flow regimes". . p. 123 - 130. Retrieved 2015/02/19.