4-Phenyl-2-pyrrolidone

Base Information

• Chemical Name: 4-Phenyl-2-pyrrolidone
• CAS No.: 1198-97-6
• Molecular Formula: C10H11 N O
• Molecular Weight: 161.203
• Hs Code.: 2933790090
• European Community (EC) Number: 842-165-9
• DSSTox Substance ID: DTXSID90923118
• Nikkaji Number: J1.392.903C
• ChEMBL ID: CHEMBL286419
• Mol file: 1198-97-6.mol

Synonyms:4-phenylpyrrolidone-2

Chemical Property of 4-Phenyl-2-pyrrolidone

Chemical Property:

• Vapor Pressure: 1.96E-05mmHg at 25°C
• Melting Point: 72.0～78.0℃
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 362.3°Cat760mmHg
• PKA: 16.13±0.40(Predicted)
• Flash Point: 212.4°C
• PSA: 29.10000
• Density: 1.108g/cm³
• LogP: 1.61890
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 161.084063974
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

99% ^*data from raw suppliers

4-Phenyl-2-pyrrolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CNC1=O)C2=CC=CC=C2
• Uses: is used in the preparation of oxotremorine analogs as muscarinic antagonists. Also used in the synthesis of purrolidinylidemeureas as agents that act on the CNS.

Technology Process of 4-Phenyl-2-pyrrolidone

There total 43 articles about 4-Phenyl-2-pyrrolidone 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: 100.0%

2-oxo-4-phenylpyrrolidine-3-carboxylic acid (77519-55-2) → 4-phenylpyrrolidin-2-one (1198-97-6)

Guidance literature:

In toluene; for 5h; Reflux;

DOI:10.3390/molecules201219830

Reference yield: 92.0%

4-nitro-3-phenylbutanoic acid methyl ester (34687-03-1) → 4-phenylpyrrolidin-2-one (1198-97-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 60 ℃; under 45004.5 Torr;

DOI:10.1002/anie.201409765

Reference yield: 92.0%

3-chloro-4-phenyl-1H-pyrrol-2(5H)-one → 4-phenylpyrrolidin-2-one (1198-97-6)

Guidance literature:

With sodium tetrahydroborate; nickel dichloride; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 1h;

DOI:10.1039/c3ra42201a

upstream raw materials:

2-oxo-4-phenylpyrrolidine-3-carboxylic acid

2-oxo-4-phenyl-3-ethoxycarbonylpyrrolidine

4-amino-3-phenylbutanoic acid

4-nitro-3-phenylbutanoic acid methyl ester

Downstream raw materials:

1-chloromethyl-4-phenylpyrrolidin-2-one

4-phenyl-1-(trimethylsilyl)-2-pyrrolidinone

Ethoxy-2 phenyl-4 Δ¹-pyrroline

N-<(R)-1-(1-naphthyl)ethyl>-4-phenyl-2-pyrrolidone-1-carboxamide

Refernces

• 1、 Hilton-Proctor, J. P.,Ilyichova, O.,Jennings, I. G.,Johnstone, R. W.,Mountford, S. J.,Scanlon, M. J.,Shortt, J.,Thompson, P. E.,Zheng, Z.. "Substituted 1-methyl-4-phenylpyrrolidin-2-ones – Fragment-based design of N-methylpyrrolidone-derived bromodomain inhibitors". . . Retrieved 2020.
• 2、 Keniche, Assia,El Ouar, Ibtissem,Zeghina, Ibtissem,Dib, Mohammed El Amine. "Synthesis and Biological Analysis of Anti-addiction Effect and Hepatotoxicity of Tow Baclofen Analogues Complexed with β-Cyclodextrin". . p. 187 - 196. Retrieved 2022/02/02.