1-Benzoylpyrrolidin-2-one

Base Information

• Chemical Name: 1-Benzoylpyrrolidin-2-one
• CAS No.: 2399-66-8
• Molecular Formula: C11H11 N O2
• Molecular Weight: 189.214
• Hs Code.: 2933790090
• NSC Number: 154763
• DSSTox Substance ID: DTXSID50178708
• Nikkaji Number: J374.081A
• Wikidata: Q83049180
• ChEMBL ID: CHEMBL160596
• Mol file: 2399-66-8.mol

Synonyms:1-benzoylpyrrolidin-2-one;2399-66-8;1-Benzoyl-pyrrolidin-2-one;2-Pyrrolidinone, 1-benzoyl-;1-Benzoyl-2-pyrrolidinone;BRN 0155365;5-21-06-00358 (Beilstein Handbook Reference);N-benzoyl-2-pyrrolidinone;NSC154763;N-benzoyl-2-pyrrolidone;CHEMBL160596;SCHEMBL1002469;DTXSID50178708;AMY32307;CAA39966;MFCD00030544;AKOS003245246;AB91412;NSC 154763;NSC-154763;AS-40310;LS-138627;CS-0052634;FT-0690969;2-PYRROLIDONE,1-BENZOYL MFC11 H11 N1 O2

Chemical Property of 1-Benzoylpyrrolidin-2-one

Chemical Property:

• Vapor Pressure: 5.91E-05mmHg at 25°C
• Boiling Point: 346°Cat760mmHg
• Flash Point: 161.1°C
• PSA: 37.38000
• Density: 1.234g/cm³
• LogP: 1.38710
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 244

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Benzoyl-pyrrolidin-2-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1)C(=O)C2=CC=CC=C2

Technology Process of 1-Benzoylpyrrolidin-2-one

There total 16 articles about 1-Benzoylpyrrolidin-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: 99.0%

n-benzoylpyrrolidine (3389-54-6) → 1-benzoylpyrrolidin-2-one (2399-66-8)

Guidance literature:

With ruthenium(IV) oxide; sodium periodate; In ethyl acetate; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2008.02.127

Reference yield: 92.0%

2-pyrrolidinon (616-45-5) + benzaldehyde (100-52-7) → 1-benzoylpyrrolidin-2-one (2399-66-8)

Guidance literature:

With di-μ-hydroxo-bis[(N,N,N′,N′-tetramethylethylene-diamine)copper(II)] chloride; 9-azanoradamantane N-oxyl; oxygen; In tetrahydrofuran; at 23 ℃; for 1h; under 760.051 Torr; Reagent/catalyst; Pressure; Kinetics; Molecular sieve;

DOI:10.1039/c8sc01410h

Reference yield: 92.0%

2-pyrrolidinon (616-45-5) + benzyl alcohol (100-51-6,185532-71-2) → 1-benzoylpyrrolidin-2-one (2399-66-8)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; 9-azanoradamantane N-oxyl; oxygen; copper(l) chloride; In tetrahydrofuran; at 23 ℃; for 0.0833333h; Catalytic behavior; Molecular sieve;

DOI:10.1039/c8sc01410h

upstream raw materials:

2-pyrrolidinon

benzoyl chloride

benzoic acid anhydride

3-benzoylaminobutanoic acid

Downstream raw materials:

Myosmine

apoferrorosamine

N-oxalyl-4-aminobutanoic acid

benzophenone

Refernces

• 1、 Kanewskaja. "-". . p. 266,273. Retrieved 1939.
• 2、 Bisz, Elwira,Chen, Hao,Dziuk, B?a?ej,Ejsmont, Krzysztof,Lalancette, Roger,Pyle, Daniel J.,Rahman, Md. Mahbubur,Szostak, Michal,Szostak, Roman,Wang, Qi. "Evaluation of Cyclic Amides as Activating Groups in N-C Bond Cross-Coupling: Discovery of N-Acyl-δ-valerolactams as Effective Twisted Amide Precursors for Cross-Coupling Reactions". . p. 10455 - 10466. Retrieved 2021/07/31.
• 3、 Kataoka, Kengo,Wachi, Keiju,Jin, Xiongjie,Suzuki, Kosuke,Sasano, Yusuke,Iwabuchi, Yoshiharu,Hasegawa, Jun-Ya,Mizuno, Noritaka,Yamaguchi, Kazuya. "CuCl/TMEDA/nor-AZADO-catalyzed aerobic oxidative acylation of amides with alcohols to produce imides". . p. 4756 - 4768. Retrieved 2018/06/07.