| Identification | Back Directory | [Name]
5-hydroxypipecolic acid | [CAS]
13096-31-6 | [Synonyms]
5-hydroxypipecolic acid
5-hydroxy-2-piperidinecarboxylic acid
5-hydroxy piperidine-2-carboxylic acid
2-Piperidinecarboxylic acid, 5-hydroxy- | [Molecular Formula]
C6H11NO3 | [MDL Number]
MFCD08694639 | [MOL File]
13096-31-6.mol | [Molecular Weight]
145.16 |
| Chemical Properties | Back Directory | [Melting point ]
240-246 °C | [Boiling point ]
354.8±42.0 °C(Predicted) | [density ]
1.299±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
2.31±0.40(Predicted) |
| Hazard Information | Back Directory | [Definition]
ChEBI: A piperidinemonocarboxylic acid that is pipecolic acid with a hydroxy substituent at position 5. | [Synthesis]
The general procedure for the synthesis of 5-hydroxypiperidine-2-carboxylic acid from 5-hydroxypyridine-2-carboxylic acid was as follows: compound XII (350.00 g, 2.516 mmol, 1.0 eq.) was dissolved in a solvent mixture of water (5 L) and methanol (1 L), and Pd(OH)2/C catalyst (50.00 g) was added. The mixture was transferred to an autoclave, charged with hydrogen to a pressure of 3.5 MPa, and reacted at 65°C for 24 hours. The reaction progress was monitored by LC-MS and stopped after confirming the complete disappearance of the feedstock. The reaction mixture was filtered to remove the catalyst and the filtrate was concentrated several times with toluene to give a product in the form of a brown liquid (365.22 g, aqueous solution), which was used directly in the next step of the reaction in a yield of 100% based on theoretical values. | [References]
[1] Patent: CN106045999, 2016, A. Location in patent: Paragraph 0068; 0069; 0070
[2] Recueil des Travaux Chimiques des Pays-Bas, 1958, vol. 77, p. 249,253 |
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