Ethyl 4-chlorocrotonate

Base Information

• Chemical Name: Ethyl 4-chlorocrotonate
• CAS No.: 10479-85-3
• Molecular Formula: C6H9ClO2
• Molecular Weight: 148.589
• Mol file: 10479-85-3.mol

Synonyms:Ethyl 4-chlorocrotonate

Chemical Property of Ethyl 4-chlorocrotonate

Chemical Property:

• PSA: 26.30000
• LogP: 1.34450

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Chloro-but-2-enoicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethyl 4-chlorocrotonate

There total 9 articles about Ethyl 4-chlorocrotonate 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: 51.0%

(E)-ethyl 4-hydroxybut-2-enoate (10080-68-9) → ethyl (E)-4-chlorobut-2-enoate (10479-85-3)

Guidance literature:

(E)-ethyl 4-hydroxybut-2-enoate; With pyridine; triphenylphosphine; In dichloromethane; at -20 ℃; for 0.333333h; Inert atmosphere; Schlenk technique;

With N-chloro-succinimide; In dichloromethane; at -20 - 22 ℃; for 3h;

DOI:10.1002/anie.201802962

Reference yield:

4-bromo-trans-crotonic acid ethyl ester (37746-78-4) → ethyl (E)-4-chlorobut-2-enoate (10479-85-3)

Guidance literature:

With lithium chloride; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.3390/molecules24213844

Reference yield:

ethyl 3-butenoate (1617-18-1) → ethyl (E)-4-chlorobut-2-enoate (10479-85-3)

Guidance literature:

With tetrachloromethane; chlorine; at 10 - 20 ℃; Behandlung des Reaktionsprodukts mit Natriumaethylat-Loesung bei -5grad;

upstream raw materials:

ethyl 4-chloro-3-hydroxybutanoate

ethyl 3-acetoxy-4-chlorobutanoate

(E)-ethyl 4-hydroxybut-2-enoate

ethyl 3-butenoate

Downstream raw materials:

ethyl (E)-4-iodobut-2-enoate

4-bromo-trans-crotonic acid ethyl ester

trans-2-methyl-1-(ethoxycarbonyl)cyclohexane

4-chlorocrotonic acid

Refernces

• 1、 Heckenbichler, Kathrin,Schweiger, Anna,Brandner, Lea Alexandra,Binter, Alexandra,Toplak, Marina,Macheroux, Peter,Gruber, Karl,Breinbauer, Rolf. "Asymmetric Reductive Carbocyclization Using Engineered Ene Reductases". supporting information. p. 7240 - 7244. Retrieved 2018/06/15.