HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Hydroxybenzaldehyde → 3-(t-Butyldimethylsilyloxy)benzaldehyde
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Hydroxybenzaldehyde | HCID 101 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 3-(t-Butyldimethylsilyloxy)benzaldehyde | HCID 11207111 | — |
Reaktionsschritte
3-Hydroxybenzaldehyde (5.0 g, 40.9 mmol) was dissolved in acetonitrile (10.0 mL). Subsequently, potassium carbonate (11.3 g, 81.9 mmol), and then tert-butyldimethylchlorosilane (7.4 g, 49.1 mmol) were added thereto, and the resultant mixture was stirred at room temperature. After completion of reaction, ethyl acetate was added thereto, followed by washing sequentially with water and brine, and drying over anhydrous sodium sulfate. The reaction mixture was subjected to filtration, concentration under reduced pressure, and purification by silica gel column chromatography (n-hexane/ethyl acetate=20/1), whereby the target compound was obtained (9.1 g, 94%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07183295B2 |
| Quelldatensatz | uspto-grants-2007_02 |
| ORD ID | ord-bf7cce1f6f964bab81c4ef86d74f3c34 |
| Quellennotiz | uspto-grants-2007_02 |