HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl acetoacetate → 3-Oxo-2-[2-oxo-2-(2-trifluoromethoxy-phenyl)-ethyl]-butyric acid methyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl acetoacetate | HCID 7757 | — |
| Edukt | 2-(Trifluoromethoxy)phenacyl bromide | HCID 2778684 | — |
| Edukt | Sodium Methoxide | HCID 10942334 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-Oxo-2-[2-oxo-2-(2-trifluoromethoxy-phenyl)-ethyl]-butyric acid methyl ester | HCID 69021229 | 71,6% |
Reaktionsschritte
To a solution of 2.6 g of 3-oxo-butyric acid methyl ester in THF (50 ml) and 4.6 ml of a solution of sodium methoxide (5.4 M in methanol) was added over 15 minutes a solution of 6.7 g of 2-bromo-1-[2-(trifluoromethoxy)phenyl]-ethanone in 30 ml of THF. The reaction mixture was allowed to stir at room temperature for 17 hours. The solvent was removed, the residue was diluted in diethyl ether and washed several times with water. The organic phase was dried with sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography (silica gel; heptane/ethyl acetate) to give 5.1 g of the title compound. MS (EI) 319.1 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07563910B2 |
| Quelldatensatz | uspto-grants-2009_07 |
| ORD ID | ord-11cff4c3eb7340818ece68846ae3caec |
| Quellennotiz | uspto-grants-2009_07 |