HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethyl Acetate → 3-(2-Oxo-1,3-oxazolidin-3-yl)benzaldehyde
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | 2-Bromoethanol | HCID 10898 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 3-(BOC-Amino)benzaldehyde | HCID 16740736 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 3-(2-Oxo-1,3-oxazolidin-3-yl)benzaldehyde | HCID 23131824 | 29,6% |
Reaktionsschritte
To a solution of 2.93 g of 3-[N-(t-butoxycarbonyl)amino]benzaldehyde in 20 ml of dimethylformamide was added 0.58 g of sodium hydride (60% oily) under ice-cooling. After stirring at room temperature for 1 hour, a solution of 0.93 ml of 2-bromoethanol in 5 ml of dimethylformamide was added dropwise under ice-cooling. After stirring at room temperature for 14 hours, the mixture was heated to stir at 115° C. for 6 hours. Ethyl acetate was added, and this was washed successively with water and an aqueous saturated sedum chloride solution, dried with anhydrous sodium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.75 g of oily 3-(2-oxo-oxazolidin-3-yl)benzaldehyde.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08524729B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-66c3dc5457934a1f8fca48a64bde6623 |
| Quellennotiz | uspto-grants-2013_09 |