109384-19-2
N-Boc-4-piperidinol
CAS: 109384-19-2
Molecular Formula: C10H19NO3
109384-19-2 - Names and Identifiers
109384-19-2 - Physico-chemical Properties
| Molecular Formula | C10H19NO3 |
| Molar Mass | 201.26 |
| Density | 1.107±0.06 g/cm3(Predicted) |
| Melting Point | 61-65 °C (lit.) |
| Boling Point | 292.3±33.0 °C(Predicted) |
| Flash Point | 130.6°C |
| Solubility | Chloroform, Ethyl Acetate |
| Vapor Presure | 0.000198mmHg at 25°C |
| Appearance | White to milky white powder |
| Color | White to cream |
| BRN | 7202094 |
| pKa | 14.80±0.20(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Refractive Index | 1.495 |
| MDL | MFCD01075174 |
| Use | It is used to synthesize N-heterocyclic alkyl ethers by Mitsunobu reaction. |
109384-19-2 - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| HS Code | 29339900 |
| Hazard Class | IRRITANT |
109384-19-2 - Reference Information
| Application | N-Boc-4-hydroxypiperidine is an important intermediate for the synthesis of a variety of biological activities, such as the preparation of dihydrobenzimidazole of mineralocorticoid receptor antagonist, Preparation of M2 muscarinic receptor antagonists for the treatment of Alzheimer's disease, preparation of fused-ring heteroaryl compounds of Trk inhibitors, preparation of new pyrazolopyridine anti-tumor compounds, it has a wide range of applications in the pharmaceutical industry. |
| preparation | the first step: in a 1L three-mouth bottle, add 153.6g(1.0mol) of 4-piperidone hydrate hydrochloride, 150.0g of water, 400.0g(2.0mol) of 20% sodium hydroxide solution dropwise at 20-30 ℃ with controlled temperature, add dropwise, stir for 20 minutes, after dropping 240.0g(1.1mol) of di-tert-butyl dicarbonate ((Boc)2O), after dropping and stirring at 20-30 ℃ for about 12h, TLC monitors the complete reaction of the raw materials, the reaction is over, the temperature is lowered and filtered, the filtrate can be kept for the next batch application, the crude product obtained by filtration is recrystallized with ethanol, and 180.5g of white solid product N-Boc-4-piperidone is obtained after drying, with GC content 99.4% and yield 90.6%. Step 2: Under the protection of nitrogen, 180.5g(0.906mol) of N-Boc-4-piperidone, 542g of toluene, 55.5g(0.272mol) of aluminum isopropoxide and 653.0g(10.87mol) of isopropanol are added into a 2L three-mouth bottle, heated to 50 ℃, stirred for 24 hours, the GC controlled raw materials are completely reacted, cooled, 1NHCl quenching reaction is quenched, toluene is extracted, the organic layers are combined, and the solvent is concentrated under reduced pressure, the crude product was recrystallized with n-heptane and dried in vacuum to obtain 156.3g of white solid product N-Boc-4-hydroxypiperidine with GC content of 99.1%. |
| use | is used to synthesize N-heterocyclic alkyl ether through Mitsunobu reaction. |
Last Update：2024-04-09 20:52:54
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