HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Nitrophenol → 4-(Difluoromethoxy)nitrobenzene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Nitrophenol | HCID 980 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Methyl chlorodifluoroacetate | HCID 73935 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-(Difluoromethoxy)nitrobenzene | HCID 2737014 | 65% |
Reaktionsschritte
4-Nitrophenol (0.14 g, 1.0 mmol, Aldrich), methyl chlorodifluoroacetate (0.29 g, 2.0 mmol, Aldrich) and potassium carbonate (0.29 g, 2.1 mmol) were combined in dry DMF (0.5 mL) under an argon atmosphere. After stirring at 95°-100° C. for 0.5 h, the mixture was cooled to RT, ethyl acetate (20 mL) was added and the organic layer was washed three times with 10% NaOH. The organic extract was dried (MgSO4), filtered and evaporated. The residue was purified by flash chromatography (silica gel, 20% ether/hexanes) to provide the title compound as a white solid (0.12 g, 65%). mp 33°-35° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05731477 |
| Quelldatensatz | uspto-grants-1998_03 |
| ORD ID | ord-78322038f273421dabe49798105b950a |
| Quellennotiz | uspto-grants-1998_03 |