Ethyl 1-(4-methoxyphenyl)-4,5-dioxo-2-phenylpyrrolidine-3-carboxylate

Base Information

• Chemical Name: Ethyl 1-(4-methoxyphenyl)-4,5-dioxo-2-phenylpyrrolidine-3-carboxylate
• CAS No.: 401941-23-9
• Molecular Formula: C₂₀H₁₉NO₅
• Molecular Weight: 353.375
• DSSTox Substance ID: DTXSID00704576
• Mol file: 401941-23-9.mol

Synonyms:401941-23-9;Ethyl 1-(4-methoxyphenyl)-4,5-dioxo-2-phenylpyrrolidine-3-carboxylate;1-(4-Methoxyphenyl)-4,5-dioxo-2-phenyl-3-pyrrolidinecarboxylic acid ethyl ester;DTXSID00704576;CS-0259542;FT-0721228;EN300-7356392;Z3671272817

Chemical Property of Ethyl 1-(4-methoxyphenyl)-4,5-dioxo-2-phenylpyrrolidine-3-carboxylate

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 353.12632271
• Heavy Atom Count: 26
• Complexity: 534

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1C(N(C(=O)C1=O)C2=CC=C(C=C2)OC)C3=CC=CC=C3

Technology Process of Ethyl 1-(4-methoxyphenyl)-4,5-dioxo-2-phenylpyrrolidine-3-carboxylate

There total 3 articles about Ethyl 1-(4-methoxyphenyl)-4,5-dioxo-2-phenylpyrrolidine-3-carboxylate 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:

ethyl 1-(4-methoxyphenyl)-4-((4-methoxyphenyl)amino)-5-oxo-2-phenyl-2,5-dihydro-1H-pyrrole-3-carboxylate → ethyl 4-hydroxy-1-(4-methoxyphenyl)-5-oxo-2-phenyl-2,5-dihydro-1H-pyrrole-3-carboxylate (401941-23-9)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; Inert atmosphere; Reflux;

DOI:10.3390/molecules24162951

Reference yield:

4-methoxy-aniline (104-94-9) + acetylenedicarboxylic acid diethyl ester (762-21-0) → ethyl 4-hydroxy-1-(4-methoxyphenyl)-5-oxo-2-phenyl-2,5-dihydro-1H-pyrrole-3-carboxylate (401941-23-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate / toluene / 110 °C / Inert atmosphere

2: hydrogenchloride / tetrahydrofuran; water / Inert atmosphere; Reflux

With hydrogenchloride; 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; In tetrahydrofuran; water; toluene;

DOI:10.3390/molecules24162951

Reference yield:

benzaldehyde (100-52-7) + 4-methoxy-aniline (104-94-9) + acetylenedicarboxylic acid diethyl ester (762-21-0) → ethyl 4-hydroxy-1-(4-methoxyphenyl)-5-oxo-2-phenyl-2,5-dihydro-1H-pyrrole-3-carboxylate (401941-23-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; magnesium sulfate / toluene / 48 h / 110 °C / Inert atmosphere

2: hydrogenchloride / tetrahydrofuran; water / Inert atmosphere; Reflux

With hydrogenchloride; 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; magnesium sulfate; In tetrahydrofuran; water; toluene;

DOI:10.3390/molecules24162951

upstream raw materials:

benzaldehyde

4-methoxy-aniline

acetylenedicarboxylic acid diethyl ester