Ethyl 2,5-dimethyl-4-phenylfuran-3-carboxylate

Base Information

• Chemical Name: Ethyl 2,5-dimethyl-4-phenylfuran-3-carboxylate
• CAS No.: 108123-02-0
• Molecular Formula: C15H16O3
• Molecular Weight: 244.29
• DSSTox Substance ID: DTXSID20566072
• Nikkaji Number: J2.226.149E
• Wikidata: Q82451514
• Mol file: 108123-02-0.mol

Synonyms:108123-02-0;Ethyl 2,5-dimethyl-4-phenylfuran-3-carboxylate;DTXSID20566072

Chemical Property of Ethyl 2,5-dimethyl-4-phenylfuran-3-carboxylate

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 244.109944368
• Heavy Atom Count: 18
• Complexity: 284

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(OC(=C1C2=CC=CC=C2)C)C

Technology Process of Ethyl 2,5-dimethyl-4-phenylfuran-3-carboxylate

There total 23 articles about Ethyl 2,5-dimethyl-4-phenylfuran-3-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: 100.0%

Ethyl 5-acetyl-3-methyl-4-phenyl-2-isoxazoline-5-carboxylate → 2,5-dimethyl-4-phenylfuran-3-carboxylic acid ethyl ester (108123-02-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 0.5h; Ambient temperature;

Reference yield: 99.0%

ethyl (2E)-3-[(3-phenylprop-2-yn-1-yl)oxy]but-2-enoate → 2,5-dimethyl-4-phenylfuran-3-carboxylic acid ethyl ester (108123-02-0)

Guidance literature:

With 1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene(acetonitrile)gold(I) tetrafluoroborate; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol902716n

Reference yield: 92.0%

propargyl benzene (10147-11-2) + ethyl acetoacetate (141-97-9) → 2,5-dimethyl-4-phenylfuran-3-carboxylic acid ethyl ester (108123-02-0)

Guidance literature:

propargyl benzene; ethyl acetoacetate; With copper(l) iodide; 1,10-Phenanthroline; silver carbonate; In ethanol; at 80 ℃; for 24h; Inert atmosphere; Schlenk technique;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; at 80 ℃; Inert atmosphere;

DOI:10.1039/c8cc08013e

upstream raw materials:

2-acetyl-4-oxo-3-phenyl-valeric acid ethyl ester

1-Phenyl-2-propyn-1-ol

ethyl acetoacetate

(2-nitroprop-1-enyl)benzene

Downstream raw materials:

(+/-)(1Ξ,2Ξ)-1,4-dimethyl-5-phenyl-7-oxa-norborn-5-ene-2r,3c-dicarboxylic acid-anhydride

2,5-dimethyl-3-phenylfurane

3-Carboxy-2,5-dimethyl-4-phenylfuran

(2,5-Dimethyl-4-phenyl-[3]furyl)-methanol