HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethyl Acetate → t-Butyldimethylsilyloxy-2,6-dipropyl-4-vinyl benzene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | t-Butyldimethylsilyloxy-2,6-Dipropyl-4-formylbenzene | HCID 19080462 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Katalysator | Methyltriphenyliphosphonium bromide | HCID 74505 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Produkt | t-Butyldimethylsilyloxy-2,6-dipropyl-4-vinyl benzene | HCID 19080390 | 55,4% |
Reaktionsbedingungen
| Temperatur | 0 °C |
|---|
Reaktionsschritte
To a solution of 1.0 g (2.80 mmol) of methyl triphenylphosphonium bromide in 5.0 mL of ether at 0° C. was added 1.12 mL (2.5M, 2.80 mmol) of butyllithium. The reaction mixture was stirred for 30 minutes at 0° C. and then 756 mg (2.33 mmol) of the title compound from Example 14 (Step A) was added. After stirring for 1 h at room temperature, the reaction mixture was poured into ethyl acetate and washed with water and then saturated aqueous sodium chloride. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated. Purification by flash chromotography (silica gel, hexane/ethyl acetate 97:3) gave 411 mg of the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05668176 |
| Quelldatensatz | uspto-grants-1997_09 |
| ORD ID | ord-ac2802430765465294445d1627d976fa |
| Quellennotiz | uspto-grants-1997_09 |