Ethyl 3-(4-methoxyanilino)propanoate

Base Information

• Chemical Name: Ethyl 3-(4-methoxyanilino)propanoate
• CAS No.: 63767-58-8
• Molecular Formula: C12H17 N O3
• Molecular Weight: 223.272
• DSSTox Substance ID: DTXSID60381246
• Nikkaji Number: J2.311.653G
• Wikidata: Q82171962
• Mol file: 63767-58-8.mol

Synonyms:63767-58-8;Ethyl 3-((4-methoxyphenyl)amino)propanoate;Ethyl 3-[(4-methoxyphenyl)amino]propanoate;ethyl 3-(4-methoxyanilino)propanoate;b-Alanine,N-(4-methoxyphenyl)-,ethyl ester;SCHEMBL3140172;DTXSID60381246;AKOS008948456;SB80100;BB 0263314;N-(4-Methoxyphenyl)-beta-alanine ethyl ester;EN300-10175067

Chemical Property of Ethyl 3-(4-methoxyanilino)propanoate

Chemical Property:

• PSA: 47.56000
• LogP: 2.13330
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 223.12084340
• Heavy Atom Count: 16
• Complexity: 200

Purity/Quality:

98% ^*data from raw suppliers

Ethyl3-((4-methoxyphenyl)amino)propanoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCNC1=CC=C(C=C1)OC

Technology Process of Ethyl 3-(4-methoxyanilino)propanoate

There total 6 articles about Ethyl 3-(4-methoxyanilino)propanoate 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: 98.0%

4-methoxy-aniline (104-94-9) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 3?((4?methoxyphenyl)amino)propanoate (63767-58-8)

Guidance literature:

With aluminum oxide; In neat (no solvent); at 95 ℃; for 3h; Green chemistry;

DOI:10.3390/molecules21060815

Reference yield: 69.0%

4-methoxy-aniline (104-94-9) + propynoic acid ethyl ester (623-47-2) → ethyl 3?((4?methoxyphenyl)amino)propanoate (63767-58-8)

Guidance literature:

With tin(II) trifluoromethanesulfonate; ethanol; In toluene; at 120 ℃; for 7h; chemoselective reaction;

DOI:10.1002/adsc.201501088

Reference yield: 57.0%

para-methoxynitrobenzene (100-17-4) + ethyl 2-cyanoacetate (105-56-6) → ethyl 3?((4?methoxyphenyl)amino)propanoate (63767-58-8)

Guidance literature:

With 10% palladium on activated charcoal; hydrogen; In tetrahydrofuran; at 20 ℃; for 48h; under 760.051 Torr;

DOI:10.1080/00397911.2010.493627

upstream raw materials:

4-methoxy-aniline

acetic acid

ethyl acrylate

3-Rhodanopropionsaeureethylester

Downstream raw materials:

N-(4-methoxy-phenyl)-β-alanine

3-[(4-Methoxy-phenyl)-(toluene-4-sulfonyl)-amino]-propionic acid ethyl ester

Refernces

• 1、 Liu, Qianqian,Ren, Yujie,Zhang, Tianrong. "Design, synthesis and biological activity evaluation of novel methyl substituted benzimidazole derivatives". . . Retrieved 2020/03/03.
• 2、 Kour, Manmeet,Paul, Satya. "A green and convenient approach for the one-pot solvent-free synthesis of coumarins and β-amino carbonyl compounds using Lewis acid grafted sulfonated carbon@titania composite". . p. 327 - 337. Retrieved 2017/02/10.