1-Benzoylpiperidin-2-one

Base Information

• Chemical Name: 1-Benzoylpiperidin-2-one
• CAS No.: 4252-56-6
• Molecular Formula: C12H13NO2
• Molecular Weight: 203.241
• Hs Code.: 2933790090
• DSSTox Substance ID: DTXSID00453012
• Nikkaji Number: J687.392H
• Wikidata: Q82273973
• Mol file: 4252-56-6.mol

Synonyms:1-benzoylpiperidin-2-one;4252-56-6;Benzoylpiperidon;1-benzoyl-2-piperidinone;1-Benzoylpiperidine-2-one;SCHEMBL6960124;DTXSID00453012;AKOS015888119;EN300-207021;Z1509596500

Chemical Property of 1-Benzoylpiperidin-2-one

Chemical Property:

• PSA: 37.38000
• LogP: 1.77720
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 203.094628657
• Heavy Atom Count: 15
• Complexity: 256

Purity/Quality:

95% ^*data from raw suppliers

N-Benzoyl-4-piperidone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C(=O)C1)C(=O)C2=CC=CC=C2

Technology Process of 1-Benzoylpiperidin-2-one

There total 20 articles about 1-Benzoylpiperidin-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: 95.0%

piperidin-2-one (675-20-7) + benzoyl chloride (98-88-4) → 1-benzoylpiperidin-2-one (4252-56-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 13h;

DOI:10.1002/adsc.201400260

Reference yield: 87.0%

N-benzoyl-2-piperidinecarboxaldehyde (133787-01-6) → 1-benzoylpiperidin-2-one (4252-56-6)

Guidance literature:

With Co(nmp)₂; oxygen; triethylamine; In isopropyl alcohol; at 60 ℃; for 12h; Schlenk technique; Green chemistry;

DOI:10.1002/chem.202101035

Reference yield: 86.0%

piperidin-2-one (675-20-7) + benzyl alcohol (100-51-6,185532-71-2) → 1-benzoylpiperidin-2-one (4252-56-6)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; 9-azanoradamantane N-oxyl; oxygen; copper(l) chloride; In tetrahydrofuran; at 23 ℃; for 1h; Molecular sieve;

DOI:10.1039/c8sc01410h

upstream raw materials:

piperidin-2-one

benzoyl chloride

benzoic acid anhydride

5-benzoylamino-valeryl chloride

Downstream raw materials:

anabaseine

5-benzoylaminopentanoic acid

piperidin-2-one

N-octylbenzamide

Refernces

• 1、 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.
• 2、 Bachman, Shoshana,Hafeman, Nicholas J.,Inanaga, Kazato,Stoltz, Brian M.,Wollenburg, Marco. "Catalytic enantioselective synthesis of carbocyclic and heterocyclic spiranes: Via a decarboxylative aldol cyclization". . p. 7390 - 7395. Retrieved 2020/08/03.