3-Hydroxypiperidin-2-one

Base Information

• Chemical Name: 3-Hydroxypiperidin-2-one
• CAS No.: 19365-08-3
• Molecular Formula: C5H9NO2
• Molecular Weight: 115.132
• Hs Code.: 2933790090
• European Community (EC) Number: 839-972-3
• NSC Number: 100722
• DSSTox Substance ID: DTXSID50295242
• Nikkaji Number: J603.317B
• ChEMBL ID: CHEMBL4535577
• Mol file: 19365-08-3.mol

Synonyms:3-hydroxypiperidin-2-one;19365-08-3;3-Hydroxy-2-piperidone;3-hydroxy-2-piperidinone;2-Piperidinone, 3-hydroxy-;MFCD00023163;(3R)-3-Hydroxy-2-piperidinone;(3S)-3-Hydroxy-2-piperidinone;NSC100722;3-hydroxy-piperidin-2-one;SILVERMETHANESULFONATE;SCHEMBL2785455;CHEMBL4535577;DTXSID50295242;AKOS006274551;CS-W008630;GS-3884;NSC 100722;NSC-100722;SB23117;SB23118;SB41293;SY110845;FT-0650422;EN300-126596;A854115;J-502452;J-512627

Chemical Property of 3-Hydroxypiperidin-2-one

Chemical Property:

• Vapor Pressure: 2.28E-06mmHg at 25°C
• Melting Point: 141-142 °C(Solv: ethyl acetate (141-78-6))
• Refractive Index: 1.497
• Boiling Point: 352.3 °C at 760 mmHg
• PKA: 12.82±0.20(Predicted)
• Flash Point: 166.8 °C
• PSA: 49.33000
• Density: 1.199 g/cm³
• LogP: -0.41390
• Storage Temp.: 2-8°C
• XLogP3: -0.6
• 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:

97% ^*data from raw suppliers

3-Hydroxypiperidin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(=O)NC1)O
• Uses: 3-Hydroxypiperidin-2-one, is a building block used in the synthesis of various compounds.

Technology Process of 3-Hydroxypiperidin-2-one

There total 12 articles about 3-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: 69.0%

dihydroxypyridine (16867-04-2) → 3-hydroxypiperidin-2-one (19365-08-3,220928-01-8)

Guidance literature:

With 5% palladium on Al₂O₃; hydrogen; In 1,2-dichloro-ethane; at 60 ℃; for 24h; under 3750.38 Torr; chemoselective reaction;

DOI:10.1021/acscatal.0c03423

Reference yield: 60.0%

2-oxopiperidin-3-yl acetate (614754-01-7) → 3-hydroxypiperidin-2-one (19365-08-3,220928-01-8)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃;

DOI:10.1016/S0957-4166(03)00548-2

Reference yield: 24.0%

methanol (67-56-1) + 1-chloro-2-oxopiperidin-3-yl acetate (1215765-14-2) → methyl 2-hydroxy-1-pyrrolidinecarboxylate (86953-80-2) + methyl 2-methoxypyrrolidine-1-carboxylate (56475-88-8) + 3-hydroxypiperidin-2-one (19365-08-3,220928-01-8)

Guidance literature:

1-chloro-2-oxopiperidin-3-yl acetate; In dichloromethane; at -78 ℃; for 4h; UV-irradiation; Inert atmosphere;

methanol; With potassium carbonate; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jo100181h

upstream raw materials:

dihydroxypyridine

5-amino-2-hydroxypentanoic acid

1-(trimethylsilyl)piperidin-2-one

3-diazo-piperidin-2-one

Downstream raw materials:

1-benzyl-3-benzyloxy-2-piperidone

hydroxy-8 tetrahydro-5,6,7,8 imidazo<1,2-a>pyridine

piperidinedione

3-[(tert-butyldiphenylsilyl)oxy]piperidin-2-one