5-Hydroxypiperidin-2-one

Base Information

• Chemical Name: 5-Hydroxypiperidin-2-one
• CAS No.: 19365-07-2
• Molecular Formula: C5H9NO2
• Molecular Weight: 115.132
• Hs Code.: 2933790090
• European Community (EC) Number: 801-905-0
• ChEMBL ID: CHEMBL4516165
• DSSTox Substance ID: DTXSID40463978
• Nikkaji Number: J1.876.221H
• Mol file: 19365-07-2.mol

Synonyms:5-hydroxypiperidin-2-one;19365-07-2;5-Hydroxy-2-piperidone;5-Hydroxy-piperidin-2-one;2-Piperidinone, 5-hydroxy-;MFCD02258339;(s)-5-hydroxy-2-piperidone;MFCD06202375;2-Piperidinone, 5-hydroxy-, (5S)-;SCHEMBL1559274;CHEMBL4516165;DTXSID40463978;GPRZVNYVEZZOKH-UHFFFAOYSA-N;BCP32703;BCP32704;BCP32705;CS-D0057;Cyclopentanecarboxaldehyde, 1-ethyl-;AKOS006279684;SB43020;SB44791;SB44813;DS-14596;SY034611;SY107535;SY240106;FT-0766142;FT-0774250;EN300-214069;J-502243;J-502475;J-517617;Z1198160027;2-Benzyl-3-(chloromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride

Chemical Property of 5-Hydroxypiperidin-2-one

Chemical Property:

• Melting Point: 144-146 °C
• Boiling Point: 352.3 °C at 760 mmHg
• PKA: 14.21±0.20(Predicted)
• Flash Point: 166.8 °C
• PSA: 49.33000
• Density: 1.199 g/cm³
• LogP: -0.41390
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 115.063328530
• Heavy Atom Count: 8
• Complexity: 103

Purity/Quality:

99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)NCC1O

Technology Process of 5-Hydroxypiperidin-2-one

There total 19 articles about 5-Hydroxypiperidin-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: 76.0%

2,5-dihydroxypyridine (5154-01-8,24154-26-5) → (RS)-5-hydroxypiperidin-2-one (19365-07-2) + piperidine-2,5-dione (52065-78-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 30 ℃; for 5h;

DOI:10.1002/ardp.19843170405

Reference yield:

5-(azidomethyl)dihydrofuran-2(3H)-one (179532-81-1) → (RS)-5-hydroxypiperidin-2-one (19365-07-2)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃; under 3750.38 Torr; Autoclave;

Reference yield:

methyl 4-hydroxy-5-nitropentanoate (1179999-39-3) → (RS)-5-hydroxypiperidin-2-one (19365-07-2)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 60 ℃; for 24h;

upstream raw materials:

1,5-Dihydroxy-1H-2-pyridon

piperidine-2,5-dione

2,5-dihydroxypyridine

2-Pyridone

Downstream raw materials:

2-piperidon-5-yl p-toluenesulfonate

piperidine-2,5-dione

benzyl 6-hydroxy-4-azaspiro[2,5]octane-4-carboxylate

1-benzyl-5-(benzyloxy)piperidin-2-one

Refernces

• 1、 Herdeis. "Facile access to 5-hydroxy-2-piperidone derivatives. Synthesis of a homologous hydroxypiracetam". . p. 719 - 723. Retrieved 1983.
• 2、 -. "N-SUBSTITUTED TETRAHYDROTHIENOPYRIDINE DERIVATIVES AND USES THEREOF". . . Retrieved 2020/01/11.
• 3、 -. "Preparation method of 2,5-piperidione". . . Retrieved 2017/07/26.