HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ammonium Chloride → (S)-5-((dibenzylamino)methyl)-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | Carbamic acid, N-(3-fluoro-4-(4-morpholinyl)phenyl)-, phenylmethyl ester | HCID 5306150 | — |
| Edukt | 2-Propanol, 2-methyl-, lithium salt (1:1) | HCID 23664764 | — |
| Edukt | (S)-1-chloro-3-(dibenzylamino)propan-2-ol | HCID 49765557 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | (S)-5-((dibenzylamino)methyl)-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one | HCID 11213668 | 69,4% |
Reaktionsschritte
N-carbobenzoxy-3-fluoro-4-morpholinyl aniline (0.33 g, 1 mmol) and lithium tert-butoxide (0.19 g, 2.4 mmol) were added under nitrogen atmosphere to 10 mL of methylene dichloride and the mixture was stirred at room temperature for 0.5 hours. (S)-1-chloro-3-(dibenzylamino) propan-2-ol (0.32 g, 1.1 mmol) was added and the reaction mixture was heated to reflux and stirred for 5 hours. Saturated ammonium chloride solution, and ethyl acetate were added to separate. The organic layer was washed with water and dried over anhydrous magnesium sulfate, filtered, and the solvent was evaporated to provide 0.33 g of off-white solid in 69% yield.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08658789B2 |
| Quelldatensatz | uspto-grants-2014_02 |
| ORD ID | ord-c600a7b9783149b2a5dcd50621392032 |
| Quellennotiz | uspto-grants-2014_02 |