(S)-4-Chloro-3-hydroxybutyronitrile
(S)-(-)-4-chloro 3-hydroxybutyronitrile
CAS: 127913-44-4
Molecular Formula: C4H6ClNO
(S)-4-Chloro-3-hydroxybutyronitrile - Names and Identifiers
(S)-4-Chloro-3-hydroxybutyronitrile - Physico-chemical Properties
| Molecular Formula | C4H6ClNO |
| Molar Mass | 119.55 |
| Density | 1.250g/mLat 20°C(lit.) |
| Boling Point | 110°C/1mmHg(lit.) |
| Flash Point | 110°C |
| Solubility | Chloroform (Sparingly), Methanol (Slightly) |
| Vapor Presure | 0.000304mmHg at 25°C |
| Appearance | Oil |
| Color | Clear Colourless |
| pKa | 12.67±0.20(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | n20/D 1.474(lit.) |
| Physical and Chemical Properties | Colorless to light yellow liquid, stored in a closed container at room temperature. Boiling point 76-80°C/0.1mmHg. |
(S)-4-Chloro-3-hydroxybutyronitrile - 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. |
| HS Code | 29269090 |
(S)-4-Chloro-3-hydroxybutyronitrile - Reference Information
| Use | (S)-4-chloro-3-hydroxybutyronitrile is an atorvastatin side chain intermediate. Atorvastatin calcium is a drug developed by Pfizer in the United States. It can effectively reduce blood lipids, has high efficiency and low toxicity, and is favored by the market. A variety of chiral pharmaceutical intermediates. rosuvastatin intermediate. |
| preparation | method one: 200ks-epichlorohydrin (2.16mol,1EQ) and 600kg of toluene were fed into the reactor, the temperature was raised to 40 ° C., and 65kg of hydrocyanic acid (2.4mol,1.11eq) was added dropwise (measured by flow meter), and the dropwise addition time was controlled to 4 hours. The reaction was maintained at room temperature, and the reaction was completely monitored on line. 100kg 10% sodium hydroxide solution was added to the reaction kettle, stirred for 30min, allowed to stand and layered, and the organic phase was concentrated under reduced pressure to obtain 234kg (S).-4-chloro-3-hydroxybutyronitrile, purity 98.2%. Add R-epichlorohydrin (9.25g, 30% mmol), water (ml), cool to 0 ℃, add sodium cyanide aqueous solution (18ml, 110mmol), the pH was adjusted to 50% with 8.0 aqueous sulfuric acid and the reaction was stirred for 3 hours. The reaction solution was extracted with dichloromethane (20ml × 3), the organic phases were combined, washed with water (10ml × 3), dried over anhydrous sodium sulfate, and concentrated to dryness under reduced pressure to give a yellow solid. |
Last Update：2024-04-09 19:05:07
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