HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethyl Acetate → 4-(Difluoromethoxy)benzonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 4-Cyanophenol | HCID 13019 | — |
| Edukt | Methyl chlorodifluoroacetate | HCID 73935 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-(Difluoromethoxy)benzonitrile | HCID 2736990 | 53,2% |
Reaktionsschritte
4-Cyanophenol (0.12 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 75°-80° C. for 0.3 h, the mixture was cooled to RT, ethyl acetate (20 mL) was added and the organic layer was washed twice 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 colorless solid (0.09 g, 53%). mp 34°-35° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05731477 |
| Quelldatensatz | uspto-grants-1998_03 |
| ORD ID | ord-4972bb959a7b4018a8ed305bf737462c |
| Quellennotiz | uspto-grants-1998_03 |