HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cesium carbonate → N-{4-Fluoro-2-[(2S)-oxiran-2-ylmethoxy]phenyl}acetamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | Benzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl ester | HCID 146490 | — |
| Edukt | N-(4-fluoro-2-hydroxyphenyl)acetamide | HCID 177738 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | N-{4-Fluoro-2-[(2S)-oxiran-2-ylmethoxy]phenyl}acetamide | HCID 20806548 | 59,9% |
Reaktionsschritte
A mixture of N-(4-fluoro-2-hydroxyphenyl)acetamide (1.69 g, 10.0 mmol), (2S)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate (2.59 g, 10.0 mmol) and Cs2CO3 (4.87 g, 15.0 mmol) in DMF (15 mL) was stirred at room temperature for 2 h. The reaction mixture was partitioned between ethylacetate and H2O. The organic layer was dried over Na2SO4 filtered and concentrated. The residue was purified by silica gel flash chromatography to give the subtitled compound (1.35 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07449475B2 |
| Quelldatensatz | uspto-grants-2008_11 |
| ORD ID | ord-c2a74e928c0541fabba85367338fbe14 |
| Quellennotiz | uspto-grants-2008_11 |