(4R)-4-hydroxypyrrolidin-2-one
(R)-4-hydroxy-2-pyrrolidone
CAS: 22677-21-0
Molecular Formula: C4H7NO2
(4R)-4-hydroxypyrrolidin-2-one - Names and Identifiers
| Name | (R)-4-hydroxy-2-pyrrolidone |
| Synonyms | RHPD 4-hydroxy-R-2-pyrrolidine (R)-4-hydroxy-2-pyrrolidone (R)-4-HYDROXY-2-PYRROLIDONE (R)-4-HYDROXY-2-PYRROLIDINONE (4R)-4-hydroxypyrrolidin-2-one (R)-(+)-4-Hydroxy-2-pyrrolidone 2-PYRROLIDINONE, 4-HYDROXY-, (R) (r)-(+)-β-hydroxy-γ-butyrolactam (R)-(+)-4-Hydroxy-2-pyrrolidinone (R)-(+)-4-HYDROXY-2-PYRROLIDINONE (R)-BETA-HYDROXY-GAMMA-BUTYROLACTAM |
| CAS | 22677-21-0 |
| InChI | InChI=1/C4H7NO2/c6-3-1-4(7)5-2-3/h3,6H,1-2H2,(H,5,7)/t3-/m1/s1 |
| InChIKey | IOGISYQVOGVIEU-GSVOUGTGSA-N |
(4R)-4-hydroxypyrrolidin-2-one - Physico-chemical Properties
| Molecular Formula | C4H7NO2 |
| Molar Mass | 101.1 |
| Density | 1.292±0.06 g/cm3(Predicted) |
| Melting Point | 156-160°C |
| Boling Point | 363.6±35.0 °C(Predicted) |
| Flash Point | 173.7°C |
| Water Solubility | Slightly soluble in water. |
| Solubility | DMSO (Sparingly), Methanol (Slightly), Water (Sparingly) |
| Vapor Presure | 9.26E-07mmHg at 25°C |
| Appearance | Powder |
| Color | White to pale yellow |
| BRN | 1524193 |
| pKa | 13.62±0.20(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.513 |
(4R)-4-hydroxypyrrolidin-2-one - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R38 - Irritating to the skin R37 - Irritating to the respiratory system R36 - Irritating to the eyes |
| Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
| HS Code | 29339900 |
(4R)-4-hydroxypyrrolidin-2-one - Reference Information
| Application | (R)-4-hydroxy-2-pyrrolidone is a key intermediate in the preparation of oxiracetam. Oxiracetam is a drug for the treatment of cerebrovascular diseases. It is a derivative of the fourth generation of puzzle drugs and pyrrolidone. |
| preparation | add 70mL of water and 2.5mL of triethylamine into a 250mL four-mouth flask, stir evenly, and cool to 5~10 ℃. Under stirring, 5g of 2,4-dioxypyrroline hydrochloride was added in different times, and 2.77g of potassium borohydride was added in different times. Keep the temperature at 5 ℃ for 0.5h, raise the temperature to 25 ℃ for 1h, concentrate under reduced pressure, water bath temperature is 80 ℃, concentrate to dry. 5mL of methanol was added to fuse and crystallized at 20~25 ℃, left to stand overnight, filtered, washed with 10mL of methanol, drained, and vacuum dried at 50 ℃ for 0.5h to obtain 3.42g of crude product with a content of 83.91% (mass fraction) and a conversion yield of 69.23%. Preparation of (R)-4-hydroxy-2-pyrrolidone by chiral resolution. |
Last Update：2024-04-09 20:45:29
