5-Benzylpyrrolidin-2-one

Base Information

• Chemical Name: 5-Benzylpyrrolidin-2-one
• CAS No.: 14293-06-2
• Molecular Formula: C11H13 N O
• Molecular Weight: 175.23
• European Community (EC) Number: 834-625-2
• NSC Number: 248018
• Metabolomics Workbench ID: 123382
• ChEMBL ID: CHEMBL1369971
• Mol file: 14293-06-2.mol

Synonyms:5-(2,4-dimethylbenzyl)pyrrolidin-2-one;DMBPO

Chemical Property of 5-Benzylpyrrolidin-2-one

Chemical Property:

• Vapor Pressure: 2E-05mmHg at 25°C
• Melting Point: 62.2-63.3℃ (ligroine ethyl ether )
• Boiling Point: 362°Cat760mmHg
• Flash Point: 213.8°C
• PSA: 29.10000
• Density: 1.098g/cm³
• LogP: 1.83650
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 175.099714038
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

5-benzylpyrrolidin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)NC1CC2=CC=CC=C2

Technology Process of 5-Benzylpyrrolidin-2-one

There total 20 articles about 5-Benzylpyrrolidin-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: 96.0%

(±)-5-benzyl-1-(4-methoxyphenyl)pyrrolidine-2-one → 5-(phenylmethyl)pyrrolidin-2-one (14293-06-2)

Guidance literature:

With ammonium cerium (IV) nitrate; In water; acetonitrile; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.joc.7b00041

Reference yield: 85.0%

5-benzyl-1-(3,5-di-tert-butyl-2-hydroxyphenyl)pyrrolidin-2-one → 5-(phenylmethyl)pyrrolidin-2-one (14293-06-2)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; In water; acetonitrile;

DOI:10.1021/acs.joc.6b02562

Reference yield: 56.0%

Pyroglutamic acid (149-87-1) + potassium benzyltrifluoroborate → 5-(phenylmethyl)pyrrolidin-2-one (14293-06-2)

Guidance literature:

With dipotassium peroxodisulfate; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; caesium carbonate; In dimethyl sulfoxide; Irradiation; Inert atmosphere; Sealed tube;

DOI:10.1039/c9cc09164e

upstream raw materials:

5-ethoxy-pyrrolidin-2-one

benzyl chloride

methyl 4-nitro-5-phenylpentanoate

2-Phenylnitroethane

Downstream raw materials:

Ethoxy-2 benzyl-5 Δ¹-pyrroline

rac-1-benzoyl-5-benzylpyrrolidin-2-one

3,4-dihydro-5-methoxy-2-(phenylmethyl)-2H-pyrrole

N-benzoyl-5-benzyl-3-(carboethoxy)-3-pyrrolin-2-one