HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → (+/-)-Ethyl 4-[4-(benzyloxy)phenyl]-2-methyl-2-(methylsulfonyl)butanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Methyl iodide | HCID 6328 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | Ethyl 4-[4-(benzyloxy)phenyl]-2-(methylsulfonyl)butanoate | HCID 66577987 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | (+/-)-Ethyl 4-[4-(benzyloxy)phenyl]-2-methyl-2-(methylsulfonyl)butanoate | HCID 56951003 | 91% |
Reaktionsschritte
Cesium carbonate (9.30 g, 28.5 mmol) was added to ethyl 4-[4-(benzyloxy)phenyl]-2-(methylsulfonyl)butanoate (8.86 g, 23.5 mmol) in DMF (100 mL) and stirred for 30 minutes. Iodomethane was added to the reaction followed by stirring overnight at room temperature. The reaction mixture was poured into 1N aqueous HCl (100 mL) and extracted with EtOAc (3×100 mL). The combined organics were washed with saturated aqueous sodium thiosulfate (100 mL) then dried (MgSO4), filtered and concentrated in vacuo to afford a crude solid. The crude product was purified via silica gel chromatography using an eluant of ethyl acetate in heptane (10-100%) to afford the title compound as a white solid (8.35 g, 90.9%). LC-MS m/z 391.2 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08853258B2 |
| Quelldatensatz | uspto-grants-2014_10 |
| ORD ID | ord-ae2ebe9007594ae39d0c62eb5b266e55 |
| Quellennotiz | uspto-grants-2014_10 |