HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethanol → (S)-3-((R)-2-Ethoxy-1-hydroxyethyl)pyrrolidine-1-carboxylic Acid t-Butyl Ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethanol | HCID 702 | — |
| Edukt | Sodium ethoxide | HCID 2723922 | — |
| Edukt | (S)-(R)-3-Oxiranylpyrrolidine-1-carboxylic acid t-butyl ester | HCID 86650334 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (S)-3-((R)-2-Ethoxy-1-hydroxyethyl)pyrrolidine-1-carboxylic Acid t-Butyl Ester | HCID 66858889 | — |
Reaktionsschritte
(S)—(R)-3-Oxiranylpyrrolidine-1-carboxylic acid t-butyl ester (440 mg, 2.1 mmol) was added to 2M of sodium ethoxide in EtOH (2.1 mL, 4.1 mmol; prepared from EtOH and NaH). The resulting solution was placed in a microwave reactor for 10 minutes at 100° C., then cooled to room temperature. DCM (5 mL) was added, followed by washing with saturated aqueous NaCl (5 mL). The organic layer was collected, dried over Na2SO4, filtered, and concentrated. The crude product was purified by column chromatography (0-100% ether/Hexanes) to give the title compound as a clear oil (400 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08273786B2 |
| Quelldatensatz | uspto-grants-2012_09 |
| ORD ID | ord-38406471dfb1477c8ba059f1fe35e950 |
| Quellennotiz | uspto-grants-2012_09 |