Cyclopentanepropionanilide

Base Information

• Chemical Name: Cyclopentanepropionanilide
• CAS No.: 4500-28-1
• Molecular Formula: C14H19NO
• Molecular Weight: 217.311
• NSC Number: 134904
• DSSTox Substance ID: DTXSID10963319
• Wikidata: Q82945163
• Mol file: 4500-28-1.mol

Synonyms:4500-28-1;3-cyclopentyl-n-phenylpropanamide;Cyclopentanepropionanilide;NSC134904;DTXSID10963319;AKOS003848354;3-Cyclopentyl-N-phenylpropanimidic acid;NSC-134904

Chemical Property of Cyclopentanepropionanilide

Chemical Property:

• Vapor Pressure: 1.59E-06mmHg at 25°C
• Boiling Point: 397.4°Cat760mmHg
• Flash Point: 239.7°C
• Density: 1.066g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 217.146664230
• Heavy Atom Count: 16
• Complexity: 215

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C1)CCC(=O)NC2=CC=CC=C2

Technology Process of Cyclopentanepropionanilide

There total 9 articles about Cyclopentanepropionanilide 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: 83.0%

C12H23NO + aniline (62-53-3) → 3-cyclopentyl-N-phenylpropanamide (4500-28-1)

Guidance literature:

With chloro-trimethyl-silane; 1,10-Phenanthroline; tungsten(VI) chloride; In 1-methyl-pyrrolidin-2-one; at 140 ℃; for 36h;

DOI:10.1021/acscatal.1c01840

Reference yield: 77.0%

1,3-dioxoisoindolin-2-yl cyclopentanecarboxylate (946513-95-7) + N-acryloylaniline (2210-24-4) → 3-cyclopentyl-N-phenylpropanamide (4500-28-1)

Guidance literature:

With 4-trifluoromethylbenzenethiol; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; caesium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 4h; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.6b03300

Reference yield:

cyclopentanepropanoyl chloride (104-97-2) + aniline (62-53-3) → 3-cyclopentyl-N-phenylpropanamide (4500-28-1)

Guidance literature:

With triethylamine; In ethyl acetate; at 0 - 25 ℃;

DOI:10.1021/acs.orglett.7b01427

upstream raw materials:

cyclopentanepropanoyl chloride

3-Cyclopentyl-N-phenyl-2-trimethylsilanyl-propionamide

phenyl isocyanate

N-Phenyl-2-(trimethylsilyl)propenamide

Downstream raw materials:

N-(4-bromophenyl)-3-cyclopentylpropanamide

Refernces

• 1、 Huang, Binbin,Zhao, Yating,Yang, Chao,Gao, Yuan,Xia, Wujiong. "Combining Eosin y with Selectfluor: A Regioselective Brominating System for Para-Bromination of Aniline Derivatives". supporting information. p. 3799 - 3802. Retrieved 2017/07/26.
• 2、 Cooke Jr.,Pollock. "Charge-directed conjugate addition reactions of silylated α-β- unsaturated amidate anions". . p. 7474 - 7481. Retrieved 2007/10/02.