(E)-3-(4-cyanophenyl)-2-methylpropenoate

Base Information

• Chemical Name: (E)-3-(4-cyanophenyl)-2-methylpropenoate
• CAS No.: 58793-84-3
• Molecular Formula: C₁₂H₁₁NO₂
• Molecular Weight: 201.225
• Mol file: 58793-84-3.mol

Synonyms:(E)-3-(4-cyanophenyl)-2-methylpropenoate

Chemical Property of (E)-3-(4-cyanophenyl)-2-methylpropenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-(4-cyanophenyl)-2-methylpropenoate

There total 4 articles about (E)-3-(4-cyanophenyl)-2-methylpropenoate 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: 91.0%

4-bromobenzenecarbonitrile (623-00-7) + methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) → (E)-3-(4-cyanophenyl)-2-methylpropenoate (58793-84-3)

Guidance literature:

With [CH₃PPh₃]₂[Pd₂Br₂Cl₄]; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 140 ℃; for 0.75h;

DOI:10.1055/s-0032-1317963

Reference yield:

Methyl 2-bromopropionate (5445-17-0) + 4-cyanobenzaldehyde (105-07-7) → (E)-3-(4-cyanophenyl)-2-methylpropenoate (58793-84-3) + C12H11NO2

Guidance literature:

With 1-phenylphospholane-1-oxide; 1,3-diphenyl-disiloxane; N-ethyl-N,N-diisopropylamine; In ethyl acetate; at 23 ℃; for 46h; Overall yield = 54 percent; Overall yield = 27.1 mg;

DOI:10.1055/s-0040-1707345

Reference yield:

4-bromobenzenecarbonitrile (623-00-7) + methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) → (E)-3-(4-cyanophenyl)-2-methylpropenoate (58793-84-3) + methyl 2-(4-cyanobenzyl)acrylate (58793-85-4)

Guidance literature:

With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis((diphenylphosphanyl)methyl)cyclopentane; In N,N-dimethyl-formamide; at 130 ℃; for 20h;

DOI:10.1016/j.tetlet.2003.09.092

upstream raw materials:

methyl 2-(phenylsulfinyl)propanoate

4-cyanobenzyl bromide

4-bromobenzenecarbonitrile

methacrylic acid methyl ester

Refernces

• 1、 Hajipour, Abdolreza,Shirdashtzade, Zohre,Azizi, Ghobad. "Silica-acetylacetone-supported palladium nanoparticles as an efficient and reusable catalyst in the Heck-Mizoroki C-C cross-coupling reaction". . p. 143 - 146. Retrieved 2015/03/30.
• 2、 Kondolff, Isabelle,Doucet, Henri,Santelli, Maurice. "Tetraphosphine/palladium-catalyzed Heck reactions of aryl halides with disubstituted alkenes". . p. 8487 - 8491. Retrieved 2007/10/03.