(E)-ethyl 3-(4-bromophenyl)-2-cyanoacrylate

Base Information

• Chemical Name: (E)-ethyl 3-(4-bromophenyl)-2-cyanoacrylate
• CAS No.: 42205-33-4
• Molecular Formula: C₁₂H₁₀BrNO₂
• Molecular Weight: 280.121
• Mol file: 42205-33-4.mol

Synonyms:(E)-ethyl 3-(4-bromophenyl)-2-cyanoacrylate

Chemical Property of (E)-ethyl 3-(4-bromophenyl)-2-cyanoacrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-ethyl 3-(4-bromophenyl)-2-cyanoacrylate

There total 13 articles about (E)-ethyl 3-(4-bromophenyl)-2-cyanoacrylate 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%

1,1-dimethoxy-1-(4-bromophenyl)methane (24856-58-4) + ethyl 2-cyanoacetate (105-56-6) → ethyl 3-(4-bromophenyl)-2-cyanoacrylate (42205-33-4,18861-58-0)

Guidance literature:

With MS-SO₃H(at)MS(at)MS-NH₂; In toluene; at 80 ℃; for 0.5h; Reagent/catalyst;

DOI:10.1039/c3ta13185h

Reference yield: 99.5%

4-bromo-benzaldehyde (1122-91-4) + ethyl 2-cyanoacetate (105-56-6) → ethyl 3-(4-bromophenyl)-2-cyanoacrylate (42205-33-4,18861-58-0)

Guidance literature:

With 3-(1-piperazino)propyl functionalised silica gel; In acetonitrile;

DOI:10.1016/j.tet.2005.08.076

Reference yield: 94.0%

1,1-dimethoxy-1-(4-bromophenyl)methane (24856-58-4) + ethyl 2-cyanoacetate (105-56-6) → (E)-ethyl 3-(4-bromophenyl)-2-cyanoacrylate (42205-33-4)

Guidance literature:

With poly(divinylbenzene-co-4-vinylbenzenesulfonic acid); poly(divinylbenzene-co-4-vinylbenzyl amine); In toluene; at 80 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

DOI:10.1039/d0nj01357a

upstream raw materials:

ethyl bromocyanoacetate

4-bromo-benzaldehyde

ethyl 2-cyanoacetate

1,1-dimethoxy-1-(4-bromophenyl)methane

Downstream raw materials:

2-(4-bromophenyl)-1-cyano-1-ethoxycarbonyl-2-tributylphosphonioethan-1-ide

2-Amino-4-(4-bromo-phenyl)-5,6,7,8-tetrahydro-naphthalene-1,3-dicarbonitrile

4-bromo-benzaldehyde

Refernces

• 1、 Bian, Guomin,Huang, Xianpei,Liu, Fuyao,Qi, Yonglin,Sun, Zunming,Yang, Xinlin,Yang, Xinyue,Zhang, Mengmeng,Zhang, Wangqing. "Physically mixed catalytic system of amino and sulfo-functional porous organic polymers as efficiently synergistic co-catalysts for one-pot cascade reactions". . p. 9546 - 9556. Retrieved 2020/06/17.
• 2、 Datta, Arup. "Bismuth (III) Triflate: A Mild, Efficient Promoter for the Synthesis of Trisubstituted Alkenes through Knoevenagel Condensation". . p. 843 - 849. Retrieved 2020/11/25.