HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 4-Benzyloxy-2-fluoro-5-methoxy-benzaldehyde
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Benzyl Bromide | HCID 7498 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 2-Fluoro-4-hydroxy-5-methoxybenzaldehyde | HCID 598155 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-Benzyloxy-2-fluoro-5-methoxy-benzaldehyde | HCID 561456 | — |
Reaktionsschritte
2-Fluoro-4-hydroxy-5-methoxy-benzaldehyde (653, 1.62 g, 9.52 mmol) was dissolved in N,N-dimethylformamide (50 mL) and sodium hydride (60% dispersion in mineral oil, 530 mg, 13 mmol) was added. After 20 minutes, benzyl bromide (1.5 mL, 12 mmol) was added to the reaction mixture. The reaction was stirred at room temperature under an atmosphere of nitrogen for 5.5 hours. The reaction was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 0-50% ethyl acetate in hexane to provide compound as a white solid, consistent with the desired structure by 1H-NMR (654, 2.0 g, 81%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07863288B2 |
| Quelldatensatz | uspto-grants-2011_01 |
| ORD ID | ord-6aea44211f8a455e9dbf5ff6c38f3f6a |
| Quellennotiz | uspto-grants-2011_01 |