5-Methyl-1-phenylpyrrolidin-2-one

Base Information

• Chemical Name: 5-Methyl-1-phenylpyrrolidin-2-one
• CAS No.: 6724-71-6
• Molecular Formula: C11H13NO
• Molecular Weight: 175.23
• NSC Number: 97555
• DSSTox Substance ID: DTXSID80294647
• Nikkaji Number: J1.288.844I
• Mol file: 6724-71-6.mol

Synonyms:5-methyl-1-phenylpyrrolidin-2-one;6724-71-6;NSC97555;SCHEMBL609915;DTXSID80294647;5-methyl-1-phenyl-2-pyrrolidinone;NSC-97555;EN300-8112370

Chemical Property of 5-Methyl-1-phenylpyrrolidin-2-one

Chemical Property:

• Vapor Pressure: 3.62E-05mmHg at 25°C
• Boiling Point: 353.3°Cat760mmHg
• Flash Point: 169.7°C
• Density: 1.092g/cm³
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 175.099714038
• Heavy Atom Count: 13
• Complexity: 196

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CCC(=O)N1C2=CC=CC=C2

Technology Process of 5-Methyl-1-phenylpyrrolidin-2-one

There total 47 articles about 5-Methyl-1-phenylpyrrolidin-2-one 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%

4-oxopentanoic acid ethyl ester (539-88-8) + aniline (62-53-3) → 5-methyl-1-phenylpyrrolidin-2-one (6724-71-6)

Guidance literature:

With platinum doped titanium oxide; hydrogen; In neat (no solvent); at 150 ℃; for 18h; under 3750.38 Torr; Time; Temperature; Pressure; chemoselective reaction;

DOI:10.1021/acscatal.5b01113

Reference yield: 99.0%

N-phenylpent-4-enamide (58804-62-9) → 5-methyl-1-phenylpyrrolidin-2-one (6724-71-6)

Guidance literature:

With trifluorormethanesulfonic acid; In toluene; at 100 ℃; for 30h;

DOI:10.1021/ol025659j

Reference yield: 98.0%

levulinanilide (23132-35-6) → 5-methyl-1-phenylpyrrolidin-2-one (6724-71-6)

Guidance literature:

With triethylsilane; aluminium(III) triflate; In acetonitrile; for 1h; Reflux;

DOI:10.1021/ol403173x

upstream raw materials:

5-methyl-1-phenyl-1,3-dihydro-pyrrol-2-one

(E)-4-phenyliminopentan-N-phenylamide

levulinic acid

nitrobenzene

Downstream raw materials:

(+/-)-2-methyl-1-phenylpyrrolidine

5-methyl-1-(4-nitrophenyl)pyrrolidin-2-one

Refernces

• 1、 Berg, Nele,Bergwinkl, Sebastian,Nuernberger, Patrick,Horinek, Dominik,Gschwind, Ruth M.. "Extended Hydrogen Bond Networks for Effective Proton-Coupled Electron Transfer (PCET) Reactions: The Unexpected Role of Thiophenol and Its Acidic Channel in Photocatalytic Hydroamidations". supporting information. p. 724 - 735. Retrieved 2021/02/01.
• 2、 Chaudhari, Chandan,Nagaoka, Katsutoshi,Nishida, Yoshihide,Sato, Katsutoshi,Shiraishi, Masaya. "One-pot synthesis of pyrrolidones from levulinic acid and amines/nitroarenes/nitriles over the Ir-PVP catalyst". supporting information. p. 7760 - 7764. Retrieved 2020/11/27.