| Identification | More | [Name]
4-HYDROXY-4-PHENYLPIPERIDINE | [CAS]
40807-61-2 | [Synonyms]
4-HYDROXY-4-PHENYLPIPERIDINE
4-PHENYL-4-HYDROXYPIPERIDINE
4-PHENYL-4-PIPERIDINOL
4-PHENYL-PIPERIDIN-4-OL
LABOTEST-BB LT00233127
4-Hydroxy-4-phenylpiperadine
4-HYDROXY-4-PHENYLPIPERIDINE 99% | [EINECS(EC#)]
255-089-0 | [Molecular Formula]
C11H15NO | [MDL Number]
MFCD00006000 | [Molecular Weight]
177.24 | [MOL File]
40807-61-2.mol |
| Questions And Answer | Back Directory | [Preparation]
Step A: At -78°C, a solution of n-BuLi (1.05 equivalents) in THF was added dropwise to a solution of bromobenzene (1.0 equivalents) in anhydrous THF. After addition, the mixture was stirred at -78°C for about 0.5 hours. Then, a solution of Boc-4-piperidinone in THF was added dropwise via syringe at -78°C. After addition, the resulting mixture was stirred at -78°C under N2 for 2 hours, and then heated to rt. The reaction mixture was quenched with saturated NH4Cl solution, and the resulting mixture was extracted with EtOAc (50 mL, 30 mL). The combined organic phases were washed with brine, dried over anhydrous Na2SO4, and concentrated under vacuum. The residue was purified by column chromatography (PE/EtOAc) to give the compound 1-BOC-4-phenyl-4-hydroxypiperidin. Step B: Add a solution of HCl (3 equivalents) in dioxane to a solution of compound 1-BOC-4-HYDROXY-4-PHENYLPIPERIDINE (1 equivalent). Stir the reaction mixture at room temperature for approximately 2 hours, at which point no Sm is detected by LCMS. Concentrate the reaction mixture to obtain the desired product, 4-HYDROXY-4-PHENYLPIPERIDINE. |
| Chemical Properties | Back Directory | [Melting point ]
157-161 °C(lit.)
| [Boiling point ]
317.9±42.0 °C(Predicted) | [density ]
1.093 | [storage temp. ]
Keep in dark place,Sealed in dry,2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
14.13±0.20(Predicted) | [color ]
Pale brown | [BRN ]
141577 | [InChI]
1S/C11H15NO/c13-11(6-8-12-9-7-11)10-4-2-1-3-5-10/h1-5,12-13H,6-9H2 | [InChIKey]
KQKFQBTWXOGINC-UHFFFAOYSA-N | [SMILES]
OC1(CCNCC1)c2ccccc2 | [CAS DataBase Reference]
40807-61-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P280a-P304+P340-P305+P351+P338-P405-P501a | [Hazard Codes ]
Xi | [Risk Statements ]
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:Wear suitable protective clothing . | [WGK Germany ]
3
| [HS Code ]
2933399990 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Uses]
Reactant for synthesis of:
- Diaminotriazine hNav1.7 inhibitors
- Selective σ?ligands
- Glycogen synthase kinase-3β?inhibitors
- Diphenylbutylpiperidines as cell autophagy inducers
- Malonyl-coA decarboxylase inhibitors with antiobesity and antidiabetic activities
- Selective dopamine D2 receptor antagonists
| [Synthesis Reference(s)]
Journal of the American Chemical Society, 78, p. 1702, 1956 DOI: 10.1021/ja01589a060 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Tetranov Biopharm
|
| Telephone: |
13526569071 |
| Website: |
http://www.leadmedpharm.com/index.html |
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
|