4-hydroxy-2-Piperidinone

Base Information

• Chemical Name: 4-hydroxy-2-Piperidinone
• CAS No.: 476014-76-3
• Molecular Formula: C5H9NO2
• Molecular Weight: 115.132
• European Community (EC) Number: 823-279-8
• ChEMBL ID: CHEMBL4518202
• DSSTox Substance ID: DTXSID50460054
• Mol file: 476014-76-3.mol

Synonyms:4-hydroxy-2-Piperidinone;476014-76-3;4-hydroxypiperidin-2-one;4-Hydroxy-2-piperidone;MFCD09743648;2-Piperidinone, 4-hydroxy-;MFCD06796624;MFCD09752973;SCHEMBL1722017;(R)-4-Hydroxy-2-piperidinone;CHEMBL4518202;AMY9138;DTXSID50460054;PRCAKTIAKXMBQF-UHFFFAOYSA-N;(+/-) 4-hydroxypiperidin-2-one;(+/-)-4-hydroxypiperidin-2-one;BCP11689;BCP14222;4-hydroxy-2-piperidinone, AldrichCPR;AKOS006229313;AB29511;AC-7497;CS-W003628;SB41154;SB44260;DS-10909;SY029027;SY105040;SY238615;A7285;FT-0622876;FT-0630180;FT-0649212;FT-0774366;EN300-159929;J-515482;Z1198221829

Chemical Property of 4-hydroxy-2-Piperidinone

Chemical Property:

• Vapor Pressure: 2.28E-06mmHg at 25°C
• Refractive Index: 1.497
• Boiling Point: 352.3 °C at 760 mmHg
• PKA: 14.01±0.20(Predicted)
• Flash Point: 166.8 °C
• PSA: 49.33000
• Density: 1.199 g/cm³
• LogP: -0.41390
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly, Sonicated)
• 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:

98%,99%, ^*data from raw suppliers

4-Hydroxy-2-piperidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC(=O)CC1O
• Uses: 4-Hydroxy-2-piperidinone is a synthetic intermediate in the synthesis of pharmaceutical goods.

Technology Process of 4-hydroxy-2-Piperidinone

There total 3 articles about 4-hydroxy-2-Piperidinone 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: 87.0%

piperidine-2,4-dione (50607-30-2) → (±)-4-hydroxypiperidin-2-one (476014-76-3,476014-92-3)

Guidance literature:

With methanol; sodium tetrahydroborate; at 0 - 20 ℃;

Reference yield: 81.0%

4-cyano-3-hydroxybutyric acid methyl ester (158849-52-6) → (±)-4-hydroxypiperidin-2-one (476014-76-3,476014-92-3)

Guidance literature:

With hydrogen; platinum(IV) oxide; In methanol; for 24h; under 2585.81 Torr;

DOI:10.1021/jo025943o

Reference yield:

4-cyano-3-hydroxybutanoic acid (147028-51-1) → (±)-4-hydroxypiperidin-2-one (476014-76-3,476014-92-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.7 g / thionyl chloride / 0 - 20 °C

2: 81 percent / H₂ / PtO₂ / methanol / 24 h / 2585.81 Torr

With thionyl chloride; hydrogen; platinum(IV) oxide; In methanol;

DOI:10.1021/jo025943o

upstream raw materials:

4-cyano-3-hydroxybutyric acid methyl ester

4-cyano-3-hydroxybutanoic acid

piperidine-2,4-dione

Downstream raw materials:

4-hydroxy-6-methoxypiperidin-2-one

4-hydroxy-6-methoxypiperidin-2-one

piperidine-2,4-dione

Refernces

• 1、 -. "SUBSTITUTED CYCLIC COMPOUNDS AND METHODS OF USE". Paragraph 0258. . Retrieved 2013/09/26.