ChemicalBook--->CAS DataBase List--->6859-99-0

6859-99-0

6859-99-0 Structure

6859-99-0 Structure
IdentificationMore
[Name]

3-Hydroxypiperidine
[CAS]

6859-99-0
[Synonyms]

3-HYDROXYPIPERIDINE
3-PIPERIDINOL
PIPERIDIN-3-OL
3-Hydroxypiperadine
3-HYDROXYPIPERIDINE 98%
3-Hydroxypiperidine/3-Piperidinol
[EINECS(EC#)]

229-957-4
[Molecular Formula]

C5H11NO
[MDL Number]

MFCD00014591
[Molecular Weight]

101.15
[MOL File]

6859-99-0.mol
Chemical PropertiesBack Directory
[Appearance]

White to light yellow crystalline powder and lumps
[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
[form ]

Crystalline Powder and Lumps
[pka]

14.91±0.20(Predicted)
[color ]

White to light yellow
[PH]

11.5-11.7 (H2O)Aqueous solution
[Water Solubility ]

soluble
[Sensitive ]

Air Sensitive & Hygroscopic
[BRN ]

102696
[InChI]

1S/C5H11NO/c7-5-2-1-3-6-4-5/h5-7H,1-4H2
[InChIKey]

BIWOSRSKDCZIFM-UHFFFAOYSA-N
[SMILES]

OC1CCCNC1
[LogP]

-0.35
[CAS DataBase Reference]

6859-99-0(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Danger
[Hazard statements ]

H315-H318
[Precautionary statements ]

P264-P280-P302+P352-P305+P351+P338-P332+P313-P362+P364
[Hazard Codes ]

C,Xi
[Risk Statements ]

R34:Causes burns.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S27:Take off immediately all contaminated clothing .
[RIDADR ]

UN 3263 8/PG 2
[WGK Germany ]

3
[REACH Registrations]

Active
[HazardClass ]

8
[PackingGroup ]

III
[HS Code ]

29333990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Dam. 1
Skin Irrit. 2
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium hydroxide-->Ethyl acetate-->3-Hydroxypiperidine hydrochloride-->3-Hydroxypyridine-->1-Boc-3-hydroxypiperidine-->1-Benzyl-3-piperidinol-->RH/SIO2-->Water-->Hydrogen-->Aluminum oxide
[Preparation Products]

1-Benzyl-3-piperidone-->(4-Fluoro-phenyl)-(3-hydroxy-piperidin-1-yl)-Methanone, 98+% C12H14FNO2, MW: 223.25-->N-propyl-3-hydroxypiperidine-->2-(3-hydroxypiperidin-1-yl)acetonitrile-->1-(4-Methoxyphenyl)piperidin-3-ol-->1-(4-methylbenzyl)piperidin-3-ol-->1-(4-fluorobenzyl)piperidin-3-ol-->3-Piperidinol, 1-(2-thienylmethyl)--->1-Benzyl-3-piperidinol-->1-(Methylsulfonyl)-3-piperidinone
Questions And AnswerBack Directory
[Background]

Many 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.
Hazard InformationBack Directory
[Chemical Properties]

White to light yellow crystalline powder and lumps
[Application]

3-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
[Uses]

3-Hydroxypiperidine is usually used for Synthesis of unsymmetrical ureas,Synthesis of piperidine nucleoside analogs,Fluorination reactions,Synthesis of substituted pyridines.
[General Description]

3-Hydroxypiperidine can be obtained from the reduction of 3-hydroxypyridine.
[Synthesis]

Dissolve 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
Spectrum DetailBack Directory
[Spectrum Detail]

3-Hydroxypiperidine(6859-99-0)MS
3-Hydroxypiperidine(6859-99-0)1HNMR
3-Hydroxypiperidine(6859-99-0)13CNMR
3-Hydroxypiperidine(6859-99-0)IR1
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

3-Hydroxypiperidine, 98%(6859-99-0)
[Alfa Aesar]

3-Hydroxypiperidine, 98+%(6859-99-0)
[Sigma Aldrich]

6859-99-0(sigmaaldrich)
[TCI AMERICA]

3-Hydroxypiperidine,>98.0%(GC)(6859-99-0)
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