2-chloro-5-(5-((2,5-dioxo-1-phenethylpyrrolidin-3-ylidene)methyl)-1H-pyrrol-2-yl)benzoic acid

Base Information

• Chemical Name: 2-chloro-5-(5-((2,5-dioxo-1-phenethylpyrrolidin-3-ylidene)methyl)-1H-pyrrol-2-yl)benzoic acid
• CAS No.: 1345841-50-0
• Molecular Formula: C₂₄H₁₉ClN₂O₄
• Molecular Weight: 434.879
• Mol file: 1345841-50-0.mol

Synonyms:2-chloro-5-(5-((2,5-dioxo-1-phenethylpyrrolidin-3-ylidene)methyl)-1H-pyrrol-2-yl)benzoic acid

Chemical Property of 2-chloro-5-(5-((2,5-dioxo-1-phenethylpyrrolidin-3-ylidene)methyl)-1H-pyrrol-2-yl)benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-chloro-5-(5-((2,5-dioxo-1-phenethylpyrrolidin-3-ylidene)methyl)-1H-pyrrol-2-yl)benzoic acid

There total 3 articles about 2-chloro-5-(5-((2,5-dioxo-1-phenethylpyrrolidin-3-ylidene)methyl)-1H-pyrrol-2-yl)benzoic acid 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: 49.0%

2-chloro-5-(5-formyl-1H-pyrrol-2-yl)benzoic acid (1262519-07-2) + 1-phenethyl-3-(triphenylphosphoranylidene)pyrrolidine-2,5-dione (1345841-47-5) → 2-chloro-5-(5-((2,5-dioxo-1-phenethylpyrrolidin-3-ylidene)methyl)-1H-pyrrol-2-yl)benzoic acid (1345841-50-0)

Guidance literature:

In tetrahydrofuran; at 20 ℃; optical yield given as %de;

DOI:10.1016/j.bmcl.2011.08.081

Reference yield:

N-phenethylmaleimide (6943-90-4) → 2-chloro-5-(5-((2,5-dioxo-1-phenethylpyrrolidin-3-ylidene)methyl)-1H-pyrrol-2-yl)benzoic acid (1345841-50-0)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / 1 h / 100 °C

2: tetrahydrofuran / 20 °C

With acetic acid; In tetrahydrofuran; 2: Wittig reaction;

DOI:10.1016/j.bmcl.2011.08.081

Reference yield:

phenethylamine (64-04-0) → 2-chloro-5-(5-((2,5-dioxo-1-phenethylpyrrolidin-3-ylidene)methyl)-1H-pyrrol-2-yl)benzoic acid (1345841-50-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diethyl ether / 2 h / 20 °C

1.2: 5 h / Reflux

2.1: acetic acid / 1 h / 100 °C

3.1: tetrahydrofuran / 20 °C

With acetic acid; In tetrahydrofuran; diethyl ether; 3.1: Wittig reaction;

DOI:10.1016/j.bmcl.2011.08.081

upstream raw materials:

2-chloro-5-(5-formyl-1H-pyrrol-2-yl)benzoic acid

1-phenethyl-3-(triphenylphosphoranylidene)pyrrolidine-2,5-dione

N-phenethylmaleimide

phenethylamine