HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethyl Acetate → [4-(2-Amino-4-benzoylaminophenoxy)phenyl]carbamic acid tert-butyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | [4-(4-Benzoylamino-2-nitrophenoxy)-phenyl]carbamic acid tert-butyl ester | HCID 67040356 | — |
| Katalysator | Iron | HCID 23925 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | [4-(2-Amino-4-benzoylaminophenoxy)phenyl]carbamic acid tert-butyl ester | HCID 67040690 | 95,4% |
Reaktionsschritte
The product from Example 252a (1.50 g, 3.3 mmol), Fe powder (0.78 g, 13.4 mmol) and NH4Cl (0.71 g, 13.4 mmol) in a mixture of THF (7.5 mL) and H2O (3 mL) was gradually heated to reflux and refluxed for 19 hours. The reaction mixture was portioned between EtOAc and 10% NaHCO3 and then filtered (through celite). The organic layer was washed with brine, dried over MgSO4, filtered and concentrated under vacuum giving the crude title compound which was purified by column chromatography on silica gel eluting with 1:1 n-hexane/EtOAc to give the title compound as a yellow foam (1.32 g, 94%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07910595B2 |
| Quelldatensatz | uspto-grants-2011_03 |
| ORD ID | ord-3426851cbbe84134a877d7cec839906d |
| Quellennotiz | uspto-grants-2011_03 |