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3-Hydroxypiperidine

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CAS:6859-99-0
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Related articles

3-Hydroxypiperidine Basic information
Background
Product Name:3-Hydroxypiperidine
Synonyms:PIPERIDIN-3-OL;3-Hydroxypiperadine;3-PIPERIDINOL;3-HYDROXYPIPERIDINE;3-HYDROXYPIPERIDINE 98%;3-Hydroxypiperidine/3-Piperidinol;Benidipine Impurity 17;3-PIPERIDINOL FOR SYNTHESIS 10 G
CAS:6859-99-0
MF:C5H11NO
MW:101.15
EINECS:229-957-4
Product Categories:Pyrans, Piperidines & Piperazines;FINE Chemical & INTERMEDIATES;Alcohols and Derivatives;Pyrans, Piperidines &Piperazines;Piperidine;6859-99-0
Mol File:6859-99-0.mol
3-Hydroxypiperidine Structure
3-Hydroxypiperidine Chemical Properties
Melting point 57-61 °C
Boiling point 67-69 °C (2 mmHg)
density 1.016±0.06 g/cm3(Predicted)
Fp >100°C
storage temp. 2-8°C
solubility ethanol: 0.1 g/mL, clear
pka14.91±0.20(Predicted)
form Crystalline Powder and Lumps
color White to light yellow
PH11.5-11.7 (H2O)Aqueous solution
Water Solubility soluble
Sensitive Air Sensitive & Hygroscopic
BRN 102696
InChIKeyBIWOSRSKDCZIFM-UHFFFAOYSA-N
LogP-0.35
CAS DataBase Reference6859-99-0(CAS DataBase Reference)
Safety Information
Hazard Codes C,Xi
Risk Statements 34-20/21/22-36/37/38
Safety Statements 26-36/37/39-45-27
RIDADR UN 3263 8/PG 2
WGK Germany 3
HazardClass 8
PackingGroup III
HS Code 29333990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
3-Hydroxypiperidine Usage And Synthesis
BackgroundMany piperidine derivatives have multiple pharmacological activities such as antibacterial, antitumor, treatment of Alzheimer's disease and anesthesia. They are also important drugs for the treatment of viral infections (including AIDS) and diabetes. 3-Hydroxypiperidine or its derivatives are one of the important intermediates, which are widely used in the synthesis of drug intermediates such as chiral 3-aminopiperidine. It is of great significance to develop a synthesis method suitable for industrial production.
Chemical PropertiesWhite to light yellow crystalline powder and lumps
Uses3-Hydroxypiperidine is usually used for Synthesis of unsymmetrical ureas,Synthesis of piperidine nucleoside analogs,Fluorination reactions,Synthesis of substituted pyridines.
Application3-Hydroxypiperidine may be used to synthesize the following:
2-pyrrolidinone via oxidation with iodosylbenzene
1-[2,8-bis(trifluoromethyl)quinolin-4-yl]piperidin-3-ol via reaction with 4-bromoquinoline
Reactant for:
Synthesis of unsymmetrical ureas
Synthesis of piperidine nucleoside analogs
Fluorination reactions
Synthesis of substituted pyridines
General Description3-Hydroxypiperidine can be obtained from the reduction of 3-hydroxypyridine.
SynthesisDissolve 86.0g of 5-bromo-2-hydroxypentylamine hydrobromide in 150mL of water, and add a solution of 60mL of water containing 15.0g of sodium carbonate at 10-15°C, and drip it for about 1 hour. After dripping, react at about 15°C for 2 hours. Then heat to 30-40°C and react for 2 hours. Stop the reaction, cool it to room temperature, and concentrate the reaction solution under reduced pressure to remove most of the water. Filter it to remove salt, wash it with cold water, and continue to concentrate the mother liquor. The crude product is distilled under reduced pressure to obtain 26.5g of colourless oily 3-hydroxypiperidine, yielding 80%.
References[1] Patent: CN108017572, 2018, A. Location in patent: Paragraph 0018-0020; 0023
[2] Synlett, 2006, # 9, p. 1440 - 1442
[3] Chemistry - A European Journal, 2009, vol. 15, # 28, p. 6953 - 6963
[4] Patent: CN105367484, 2016, A. Location in patent: Paragraph 0018
[5] Patent: CN105439939, 2016, A. Location in patent: Paragraph 0041; 0042
Tag:3-Hydroxypiperidine(6859-99-0) Related Product Information
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