HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzyl Bromide → 3'-hydroxy4'-benzyloxyacetophenone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzyl Bromide | HCID 7498 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 3',4'-Dihydroxyacetophenone | HCID 14530 | — |
| Lösungsmittel | Dimethylacetamide | HCID 31374 | — |
| Produkt | 3'-hydroxy4'-benzyloxyacetophenone | HCID 10681628 | — |
Reaktionsschritte
To a solution of 3′,4′-dihydroxyacetophenone (25.4 g) in N,N-dimethylacetamide (420 mL) were added potassium carbonate (23.1 g) and benzyl bromide (19.9 mL) under ice-cooling, and the mixture was stirred at room temperature for 90 minutes. An insoluble was filtered, and then diluted with ethyl acetate. The organic layer was sequentially washed with water and saturated saline, dried over magnesium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: n-hexane→n-hexane/ethyl acetate=20/1), and then triturated with ethyl acetate to give 1-[4-(benzyloxy)-3-hydroxyphenyl]ethanone [REx(26-1)] (11.0 g) as a colorless powder.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09278944B2 |
| Quelldatensatz | uspto-grants-2016_03 |
| ORD ID | ord-b94a8c71df1443ab85c03bc52a6065f3 |
| Quellennotiz | uspto-grants-2016_03 |