2-Butenedioic acid, 2,3-diphenyl-, diethyl ester, (Z)-

Base Information

• Chemical Name: 2-Butenedioic acid, 2,3-diphenyl-, diethyl ester, (Z)-
• CAS No.: 5635-39-2
• Molecular Formula: C20H20O4
• Molecular Weight: 324.376
• Mol file: 5635-39-2.mol

Synonyms:

Chemical Property of 2-Butenedioic acid, 2,3-diphenyl-, diethyl ester, (Z)-

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Butenedioic acid, 2,3-diphenyl-, diethyl ester, (Z)-

There total 15 articles about 2-Butenedioic acid, 2,3-diphenyl-, diethyl ester, (Z)- 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: 88.0%

tributylphenylstannane (960-16-7) + diethyl (2-phenyl-3-trifluoromethanesulfonyloxy)but-2-enedioate → (Z)-2,3-diphenylbut-2-enedioic acid diethyl ester (5635-39-2)

Guidance literature:

With tris(dibenzylideneacetone)palladium; triphenylphosphine; In N,N-dimethyl-formamide; at 75 - 80 ℃; for 3h;

DOI:10.1002/(SICI)1099-0690(199906)1999:6<1421::AID-EJOC1421>3.0.CO;2-O

Reference yield: 78.0%

iodobenzene (591-50-4) + acetylenedicarboxylic acid diethyl ester (762-21-0) + phenylboronic acid (98-80-6) → (Z)-2,3-diphenylbut-2-enedioic acid diethyl ester (5635-39-2)

Guidance literature:

With potassium hydrogencarbonate; bis(benzonitrile)palladium(II) dichloride; In water; N,N-dimethyl-formamide; at 100 ℃; for 12h;

DOI:10.1021/jo048265+

Reference yield: 43.0%

ethyl 2-phenyldiazoacetate (22065-57-2) → phenylglyoxylic acid ethyl ester (1603-79-8) + (Z)-2,3-diphenylbut-2-enedioic acid diethyl ester (5635-39-2) + diethyl (E)-2,3-diphenylmaleate (110212-62-9)

Guidance literature:

With oxygen; copper dichloride; In ethyl acetate; at 50 ℃; for 5h; Reagent/catalyst; Solvent; Schlenk technique;

DOI:10.1021/acs.joc.0c01744

upstream raw materials:

ethanol

2,3-diphenylmaleic anhydride

potassium tert-butylate

ethyl 2-phenyl-2-bromoacetate

Downstream raw materials:

meso-2,3-diphenylsuccinic acid

ethyl 1-oxo-2-phenyl-1H-indene-3-carboxylate

2,3-diphenylmaleic anhydride

diphenyl-maleic acid

Refernces

• 1、 Xu, Changming,Bai, Lei,Wang, Yongchang. "Copper(I)-catalyzed aerobic oxidation of α-diazoesters". supporting information. p. 12579 - 12584. Retrieved 2020/11/09.
• 2、 Takahashi, Tamotsu,Xi, Chanjuan,Ura, Yasuyuki,Nakajima, Kiyohiko. "Metallo-esterification of alkynes: Reaction of alkynes with Cp2ZrEt2 and chloroformate [7]". . p. 3228 - 3229. Retrieved 2007/10/03.