ethyl (E)-4-(4-chlorophenyl)-3-ethoxycarbonylbut-3-enoate

Base Information

• Chemical Name: ethyl (E)-4-(4-chlorophenyl)-3-ethoxycarbonylbut-3-enoate
• CAS No.: 74531-20-7
• Molecular Formula: C₁₅H₁₇ClO₄
• Molecular Weight: 296.751
• Mol file: 74531-20-7.mol

Synonyms:ethyl (E)-4-(4-chlorophenyl)-3-ethoxycarbonylbut-3-enoate

Chemical Property of ethyl (E)-4-(4-chlorophenyl)-3-ethoxycarbonylbut-3-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (E)-4-(4-chlorophenyl)-3-ethoxycarbonylbut-3-enoate

There total 9 articles about ethyl (E)-4-(4-chlorophenyl)-3-ethoxycarbonylbut-3-enoate 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: 74.0%

4-chlorobenzaldehyde (104-88-1) + diethyl Fumarate (623-91-6) → ethyl (E)-4-(4-chlorophenyl)-3-ethoxycarbonylbut-3-enoate (74531-20-7)

Guidance literature:

With 1,2,2,3,4,4-hexamethylphosphetane 1-oxide; In acetic acid butyl ester; at 120 ℃; for 24h; stereoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1039/d1gc00953b

Reference yield: 66.0%

diethyl 2-(diethoxyphosphoryl)succinate (7071-15-0) + 4-chlorobenzaldehyde (104-88-1) → ethyl (E)-4-(4-chlorophenyl)-3-ethoxycarbonylbut-3-enoate (74531-20-7)

Guidance literature:

With sodium ethanolate; In ethanol; at 0 ℃; for 2h;

Reference yield:

4-chlorobenzaldehyde (104-88-1) + Diethyl maleate (141-05-9) → diethyl (Z)-2-(4-chlorobenzylidene)succinate (74531-20-7) + ethyl (E)-4-(4-chlorophenyl)-3-ethoxycarbonylbut-3-enoate (74531-20-7)

Guidance literature:

With tributylphosphine; In tetrahydrofuran; at 20 - 25 ℃; for 20h; Yield given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(97)01294-X

upstream raw materials:

4-chlorobenzaldehyde

Diethyl maleate

diethyl 2-(diethoxyphosphoryl)succinate

diethyl Fumarate

Refernces

• 1、 Longwitz, Lars,T?njes, Jan,Werner, Thomas. "Poly(methylhydrosiloxane) as a reductant in the catalytic base-free Wittig reaction". . p. 4852 - 4857. Retrieved 2021/07/12.
• 2、 Shen, Yanchang,Zhang, Zenghong. "Sequential Transformation of Diethyl Phosphite. A Convenient Synthesis of Substituted (E)-3-Alkoxycarbonyl-β,γ-unsaturated Esters". . p. 642 - 643. Retrieved 2007/10/03.