Methyl 3-(5-formyl-2-furyl)benzoate

Base Information

• Chemical Name: Methyl 3-(5-formyl-2-furyl)benzoate
• CAS No.: 591723-69-2
• Molecular Formula: C₁₃H₁₀O₄
• Molecular Weight: 230.22
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID40392613
• Wikidata: Q82190970
• Mol file: 591723-69-2.mol

Synonyms:Methyl 3-(5-formyl-2-furyl)benzoate;591723-69-2;methyl 3-(5-formylfuran-2-yl)benzoate;DTXSID40392613;MFCD04084793;STK393934;AKOS000100213;methyl3-(5-formylfuran-2-yl)benzoate;SB61271;NCGC00332058-01;LS-03791;BB 0217321;CS-0317500;FT-0683496;AB01325815-02;3-(5-Formyl-furan-2-yl)-benzoic acid methyl ester

Chemical Property of Methyl 3-(5-formyl-2-furyl)benzoate

Chemical Property:

• Vapor Pressure: 1.02E-06mmHg at 25°C
• Boiling Point: 403.5°C at 760 mmHg
• Flash Point: 197.8°C
• PSA: 56.51000
• Density: 1.23g/cm³
• LogP: 2.54570
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 230.05790880
• Heavy Atom Count: 17
• Complexity: 289

Purity/Quality:

98%min ^*data from raw suppliers

Methyl 3-(5-formyl-2-furyl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 3-(5-formyl-2-furyl)benzoate

There total 4 articles about Methyl 3-(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: 97.0%

5-bromo-2-furancarboxaldehyde (1899-24-7) + [3-(methoxycarbonyl)phenyl]boronic acid (99769-19-4) → methyl 3-(5-formylfuran-2-yl)benzoate (591723-69-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,2-dimethoxyethane; water; for 15h; Inert atmosphere; Reflux;

DOI:10.1021/jacs.5b05672

Reference yield: 78.0%

5-formylfurane-2-boronic acid (27329-70-0) + methyl 3-iodo-benzoate (618-91-7) → methyl 3-(5-formylfuran-2-yl)benzoate (591723-69-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In 1,4-dioxane; water; at 100 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2018.02.027

Reference yield:

5-formylfurane-2-boronic acid (27329-70-0) + methyl 3-bromobenzoate (618-89-3) → methyl 3-(5-formylfuran-2-yl)benzoate (591723-69-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; toluene; for 12h; Heating;

DOI:10.1021/jm0601598

upstream raw materials:

5-formylfurane-2-boronic acid

methyl 3-bromobenzoate

5-bromo-2-furancarboxaldehyde

[3-(methoxycarbonyl)phenyl]boronic acid

Downstream raw materials:

C₂₄H₁₈N₂O₆