HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Bromoethyl methyl ether → Methyl 2-(2-methoxyethyl)tricyclo[3.3.1.13,7]decane-2-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Bromoethyl methyl ether | HCID 80972 | — |
| Edukt | Lithium diisopropylamide | HCID 2724682 | — |
| Edukt | Methyl tricyclo[3.3.1.13,7]decane-2-carboxylate | HCID 12600018 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Methyl 2-(2-methoxyethyl)tricyclo[3.3.1.13,7]decane-2-carboxylate | HCID 89498778 | — |
Reaktionsschritte
To a solution of EXAMPLE 56A (0.314 g) in tetrahydrofuran (5 mL) was added dropwise lithium diisopropylamide (1.401 mL) at −78° C. The reaction mixture was stirred for 60 minutes and 2-bromoethyl methyl ether (0.562 g) was added. The reaction mixture was slowly warmed up to room temperature, stirred at room temperature overnight, quenched with saturated aqueous NH4Cl solution (2 mL), and extracted with ether. The combined organic layer was dried over Na2SO4, filtered, concentrated and purified by flash chromotography (silica 40 g, 0%-30% ethyl acetate/hexanes).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09227963B2 |
| Quelldatensatz | uspto-grants-2016_01 |
| ORD ID | ord-635b0f160004413da94a3baf183a77fc |
| Quellennotiz | uspto-grants-2016_01 |