Dimethyl 2-phenylfuran-3,4-dicarboxylate

Base Information

• Chemical Name: Dimethyl 2-phenylfuran-3,4-dicarboxylate
• CAS No.: 37674-31-0
• Molecular Formula: C14H12O5
• Molecular Weight: 260.246
• DSSTox Substance ID: DTXSID70569174
• Nikkaji Number: J1.441.031G
• Wikidata: Q82456269
• Mol file: 37674-31-0.mol

Synonyms:Dimethyl 2-phenylfuran-3,4-dicarboxylate;37674-31-0;SCHEMBL14793777;DTXSID70569174;Dimethyl2-phenylfuran-3,4-dicarboxylate;2-Phenyl-furan-3,4-dicarboxylic acid dimethyl ester

Chemical Property of Dimethyl 2-phenylfuran-3,4-dicarboxylate

Chemical Property:

• PSA: 65.74000
• LogP: 2.51980
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 260.06847348
• Heavy Atom Count: 19
• Complexity: 335

Purity/Quality:

Dimethyl2-phenylfuran-3,4-dicarboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=COC(=C1C(=O)OC)C2=CC=CC=C2

Technology Process of Dimethyl 2-phenylfuran-3,4-dicarboxylate

There total 10 articles about Dimethyl 2-phenylfuran-3,4-dicarboxylate 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%

2,4-diphenyl-1,3-oxazole (838-41-5) + dimethyl acetylenedicarboxylate (762-42-5) → Dimethyl 2-phenylfuran-3,4-dicarboxylate (37674-31-0)

Guidance literature:

With sodium carbonate; hydroquinone; at 140 - 145 ℃; for 8h;

DOI:10.1055/s-2000-8725

Reference yield: 83.0%

α-bromoacetophenone (70-11-1) + dimethyl acetylenedicarboxylate (762-42-5) → Dimethyl 2-phenylfuran-3,4-dicarboxylate (37674-31-0)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate; In dichloromethane; at 25 - 30 ℃; for 3h;

DOI:10.1021/jo050903g

Reference yield: 79.0%

2-(dimethyl-λ4-sulfanylidene)-1-phenylethan-1-one + dimethyl acetylenedicarboxylate (762-42-5) → Dimethyl 2-phenylfuran-3,4-dicarboxylate (37674-31-0)

Guidance literature:

In dimethyl sulfoxide; at 80 ℃; for 4h; Solvent; Temperature; Inert atmosphere;

DOI:10.1039/c9ra03563j

upstream raw materials:

4,5-diphenyloxazole

dimethyl acetylenedicarboxylate

2,4-diphenyl-1,3-oxazole

α-bromoacetophenone

Downstream raw materials:

2-phenylfuran-3,4-dicarboxylic acid

dimethyl 2-(4-methoxyphenyl)-5-oxo-2-phenyl-2,5-dihydrofuran-3,4-dicarboxylate

dimethyl 3-(4-methoxyphenyl)-2-oxo-5-phenyl-2,3-dihydrofuran-3,4-dicarboxylate

dDimethyl 3-(2-methoxyphenyl)-2-oxo-5-phenyl-2,3-dihydrofuran-3,4-dicarboxylate