3,4-Furandicarboxylic acid, 2,5-diphenyl-, diethyl ester

Base Information

• Chemical Name: 3,4-Furandicarboxylic acid, 2,5-diphenyl-, diethyl ester
• CAS No.: 4687-42-7
• Molecular Formula: C22H20O5
• Molecular Weight: 364.398
• Mol file: 4687-42-7.mol

Synonyms:

Chemical Property of 3,4-Furandicarboxylic acid, 2,5-diphenyl-, diethyl ester

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4-Furandicarboxylic acid, 2,5-diphenyl-, diethyl ester

There total 7 articles about 3,4-Furandicarboxylic acid, 2,5-diphenyl-, diethyl ester 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: 85.0%

(2R,3S)-2,5-Diphenyl-2,3-dihydro-furan-3,4-dicarboxylic acid diethyl ester → diethyl 2,5-diphenylfuran-3,4-dicarboxylate (4687-42-7)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene; for 5h; Heating;

DOI:10.1016/j.tetlet.2003.09.005

Reference yield: 63.0%

diethyl-2,3-dibenzoylsuccinate (4687-38-1) → ethyl 2,5-diphenylfuran-3-carboxylate (29113-66-4) + diethyl 2,5-diphenylfuran-3,4-dicarboxylate (4687-42-7)

Guidance literature:

With 1-butyl-3-methylimidazolium hydrogen sulfate; at 150 ℃; for 5h; Sealed tube; Neat (no solvent);

DOI:10.1080/00397910902978049

Reference yield: 55.0%

ethyl 3-oxo-3-phenylpropionate (94-02-0) → diethyl 2,5-diphenylfuran-3,4-dicarboxylate (4687-42-7)

Guidance literature:

ethyl 3-oxo-3-phenylpropionate; With sodium ethanolate; In ethanol; under 760.051 Torr; Inert atmosphere;

With iodine; In tetrahydrofuran; diethyl ether; under 760.051 Torr; Inert atmosphere;

With toluene-4-sulfonic acid; In toluene; for 24h; under 760.051 Torr; Inert atmosphere; Reflux;

DOI:10.1021/jo901754w

upstream raw materials:

diethyl-2,3-dibenzoylsuccinate

ethyl 3-oxo-3-phenylpropionate

benzoyl chloride

Diethyl maleate

Downstream raw materials:

2,5-diphenyl-furan-3,4-dicarboxylic acid

diethyl 2,3-dibenzoylmaleate

(4-hydroxymethyl-2,5-diphenyl-furan-3-yl)-methanol

Refernces

• 1、 Wang, Gangqiang,Guan, Zhi,Tang, Rongchang,He, Yanhong. "Ionic liquid as catalyst and reaction medium: A Simple and Efficient Procedure for Paal-Knorr furan synthesis". experimental part. p. 370 - 377. Retrieved 2010/04/04.
• 2、 Pohmakotr, Manat,Issaree, Arisara,Sampaongoen, Laddawan,Tuchinda, Patoomratana,Reutrakul, Vichai. "Vicinal dianions of diethyl α-aroylsuccinates: Preparation of functionalized-2,3-dihydrofurans and -furans, and diaxial 2,4-diaryl-3,7-dioxabicyclo[3.3.0]octanes". . p. 7937 - 7940. Retrieved 2007/10/03.