4-Piperidinol, 4-(4-chlorophenyl)-
4-(4-chlorophenyl)-4-hydroxypiperidine
CAS: 39512-49-7
Molecular Formula: C11H14ClNO
4-Piperidinol, 4-(4-chlorophenyl)- - Names and Identifiers
4-Piperidinol, 4-(4-chlorophenyl)- - Physico-chemical Properties
| Molecular Formula | C11H14ClNO |
| Molar Mass | 211.69 |
| Density | 1.1138 (rough estimate) |
| Melting Point | 137-140 °C (lit.) |
| Boling Point | 344.5±42.0 °C(Predicted) |
| Flash Point | 162.1°C |
| Water Solubility | 340 mg/L (20 ºC) |
| Solubility | Soluble in chloroform, methanol, acetone, benzene and dilute acid, solubility in water 1.4mg/100ml |
| Vapor Presure | 2.5E-05mmHg at 25°C |
| Appearance | Transparent colorless solution with no odor |
| Color | White to creamy-white |
| BRN | 165923 |
| pKa | 13.92±0.20(Predicted) |
| PH | 10 (H2O, 20℃)(saturated solution) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Sensitive | Photosensitivity |
| Refractive Index | 1.6000 (estimate) |
| MDL | MFCD00051423 |
| Use | Obtained from 4-chloro-α-methylstyrene ([1712-70-5]) by cyclization, salt formation, addition and hydrolysis. 1. Cyclization and salt formation 4-chloro-α-methylstyrene was added to the mixed solution of ammonium chloride and formaldehyde, and reacted at about 60 ° C. Until the reaction solution was clear. Methanol was further added, and the reaction was carried out at 45 ° C. For 4H, methanol was distilled off, concentrated hydrochloric acid was added, and the reaction was carried out at 40-50 ° C. For half an hour, 95-100 ° C. For 4H, and allowed to stand overnight. Liquid alkali was added to pH 10-11. Extract with toluene, recover toluene under reduced pressure, dilute with acetone, add acetic acid to pH 7, precipitate crystals, filter, acetone wash, dry, get 4-p-chlorobenzene 1,2,3, 6-tetrahydropyridine acetate. 2. Addition and hydrolysis: dissolve the acetate in glacial acetic acid and pass bromine below 30 ℃ |
4-Piperidinol, 4-(4-chlorophenyl)- - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R22 - Harmful if swallowed |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| HS Code | 29333999 |
| Hazard Class | IRRITANT |
4-Piperidinol, 4-(4-chlorophenyl)- - Introduction
Soluble in chloroform, methanol, ethanol, acetone, benzene, dilute acid and DMSO, solubility in water 1.4mg/100ml, slightly soluble in ether, odorless, tasteless, odorless, tasteless, almost insoluble in water, its hydrochloride soluble in water.
Last Update：2022-10-16 17:25:04
4-Piperidinol, 4-(4-chlorophenyl)- - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| use | pharmaceutical intermediates. It is obtained from 4-chloro-α-methylstyrene ([1712-70-5]) through cyclization, salt formation, addition, and hydrolysis. 1. Cyclic, salt-forming 4-chlorine-α-methylstyrene is added to the mixed solution of ammonium chloride and formaldehyde, and reacted at about 60 ℃ until the reaction solution is clarified. Then add methanol, react at 45 ℃ for 4h, steam out methanol, add concentrated hydrochloric acid, react at 40-50 ℃ for half an hour, react at 95-100 ℃ for 4h, and leave overnight. Add liquid alkali to pH 10-11. Toluene is extracted, toluene is recovered under reduced pressure, the remaining liquid is diluted with acetone, acetic acid is added to pH 7, crystallization is precipitated, filtration is carried out, acetone is washed and dried to obtain 4-p-chlorobenzene 1,2,3, 6-tetrahydropyridine acetate. 2. addition and hydrolysis dissolve the above acetate in glacial acetic acid, and pass bromine |
| production method | from 4-chloro-α-methylstyrene ([1712-70-5]) is cyclized, salted, and hydrolyzed. 1. Cyclic, salt-forming 4-chlorine-α-methylstyrene is added to the mixed solution of ammonium chloride and formaldehyde, and reacted at about 60 ℃ until the reaction solution is clarified. Then add methanol, react at 45 ℃ for 4h, steam out methanol, add concentrated hydrochloric acid, react at 40-50 ℃ for half an hour, react at 95-100 ℃ for 4h, and leave overnight. Add liquid alkali to pH 10-11. Toluene is extracted, toluene is recovered under reduced pressure, the remaining liquid is diluted with acetone, acetic acid is added to pH 7, crystallization is precipitated, filtration is carried out, acetone is washed and dried to obtain 4-p-chlorobenzene 1,2,3, 6-tetrahydropyridine acetate. 2. Addition and hydrolysis Dissolve the above acetate in glacial acetic acid, pass hydrogen bromide gas below 30°C, crystallize after saturation, and filter to obtain 4-p-chlorobenzene-4-bromopiperidine hydrobromide. Stir it with water, add activated carbon to decolorize at 40-45 ℃, filter off activated carbon, add alkali to neutralize, and precipitate white crystals. The filtered crude product is recrystallized with toluene to obtain the finished product. |
Last Update：2024-04-09 19:05:12
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