HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Hydroxide → ethyl [4-(4-methoxy-1-oxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]acetate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | p-Aminophenylacetic acid ethyl ester | HCID 225219 | — |
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Edukt | 3-hydroxy-4-methoxynaphtho[2,3-c]furan-1(3H)-one | HCID 21079335 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | ethyl [4-(4-methoxy-1-oxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]acetate | HCID 86612034 | 54,5% |
Reaktionsschritte
3-Hydroxy-4-methoxynaphtho[2,3-c]furan-1(3H)-one (50 mg, 0.22 mmol) and ethyl 4-aminophenylacetate (47 mg, 0.26 mmol) in dichloromethane (5 ml) were stirred at room temperature under nitrogen for 1 hour. Sodium triacetoxyborohydride (138 mg, 0.66 mmol) was added and stirring continued for 24 h. The reaction was adjusted to pH14 with sodium hydroxide solution (2N) and extracted with dichloromethane (3×5 ml). The combined extracts were evaporated under vacuum and the residue triturated with cyclohexane/ether to give ethyl[4-(4-methoxy-1-oxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]acetate as a white solid (45 mg, 54%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07732622B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-780617ed16d1496c8b8e69f04c32cc69 |
| Quellennotiz | uspto-grants-2010_06 |