Ethyl 2-[4-[2-[(4-chlorobenzoyl)amino]ethyl]phenoxy]-2-methylpropanoate

Base Information

• Chemical Name: Ethyl 2-[4-[2-[(4-chlorobenzoyl)amino]ethyl]phenoxy]-2-methylpropanoate
• CAS No.: 41859-58-9
• Molecular Formula: C₂₁H₂₄ClNO₄
• Molecular Weight: 389.879
• European Community (EC) Number: 641-635-9
• DSSTox Substance ID: DTXSID801152737
• Nikkaji Number: J1.644.531B
• Mol file: 41859-58-9.mol

Synonyms:Bezafibrate Impurity D;41859-58-9;ethyl 2-[4-[2-[(4-chlorobenzoyl)amino]ethyl]phenoxy]-2-methylpropanoate;NIOSH/UE8752500;UE87525000;Ethyl 2-(p-(2-(p-chlorobenzamido)ethyl)phenoxy)-2-methylpropionate;Propionic acid, 2-(p-(2-(p-chlorobenzamido)ethyl)phenoxy)-2-methyl-, ethyl ester;Ethyl 2-[4-[2-[(4-Chloro-benzoyl)amino]ethyl]phenoxy]-2-methylpropanoate;KSGYUJBREQWZHK-UHFFFAOYSA-N;DTXSID801152737;LS-124534;2-[4-[2-[(4-Chlorobenzoyl)amino]ethyl]phenoxy]-2-methylpropionic acid ethyl ester

Chemical Property of Ethyl 2-[4-[2-[(4-chlorobenzoyl)amino]ethyl]phenoxy]-2-methylpropanoate

Chemical Property:

• Melting Point: 95 - 98°C
• Boiling Point: 545.9±45.0 °C(Predicted)
• Density: 1.184±0.06 g/cm3(Predicted)
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 389.1393859
• Heavy Atom Count: 27
• Complexity: 481

Purity/Quality:

99.90% ^*data from raw suppliers

BezafibrateEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(C)(C)OC1=CC=C(C=C1)CCNC(=O)C2=CC=C(C=C2)Cl
• Uses: Bezafibrate Ethyl Ester is a derivative of Bezafibrate (B341000); an antilipemic.

Technology Process of Ethyl 2-[4-[2-[(4-chlorobenzoyl)amino]ethyl]phenoxy]-2-methylpropanoate

There total 5 articles about Ethyl 2-[4-[2-[(4-chlorobenzoyl)amino]ethyl]phenoxy]-2-methylpropanoate 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%

ethyl 2-bromoisobutyrate (600-00-0) + 4-chloro-N-(4-hydroxyphenethyl)benzamide (41859-57-8) → ethyl 2-(4-(2-(4-chlorobenzamido)ethyl)phenoxy)-2-methylpropanoate (41859-58-9)

Guidance literature:

4-chloro-N-(4-hydroxyphenethyl)benzamide; With potassium carbonate; In ethanol; at 85 ℃; for 0.5h;

ethyl 2-bromoisobutyrate; With tetrabutylammomium bromide; In ethanol; at 85 ℃; for 24h;

DOI:10.21608/ejchem.2020.20809.2251

Reference yield:

bezafibrate (41859-67-0) + ethyl iodide (75-03-6) → ethyl 2-(4-(2-(4-chlorobenzamido)ethyl)phenoxy)-2-methylpropanoate (41859-58-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 12h;

DOI:10.1002/anie.202003897

Reference yield:

ethyl bromide (74-96-4) + bezafibrate (41859-67-0) → ethyl 2-(4-(2-(4-chlorobenzamido)ethyl)phenoxy)-2-methylpropanoate (41859-58-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 12h; Sealed tube;

DOI:10.1002/anie.202113841

upstream raw materials:

bezafibrate

ethyl iodide

tyrosamine

4-chloro-benzoyl chloride

Refernces

• 1、 An, Rui,Li, Huimin,Liao, Lihao,Wu, Jin-Ji,Xu, Yang,Zhao, Xiaodan. "Catalytic Access to Functionalized Allylic gem-Difluorides via Fluorinative Meyer–Schuster-Like Rearrangement". supporting information. p. 11010 - 11019. Retrieved 2020/05/18.