HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ammonium Chloride → Tert-butyl 3-benzoylpyrrolidine-1-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | Tert-butyl 3-[methoxy(methyl)carbamoyl]pyrrolidine-1-carboxylate | HCID 57419605 | — |
| Edukt | HCID 178418255 | HCID 178418255 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Tert-butyl 3-benzoylpyrrolidine-1-carboxylate | HCID 57419606 | 84% |
Reaktionsschritte
A stirred solution of tert-butyl 3-(methoxy(methyl)carbamoyl)pyrrolidine-1-carboxylate (2.27 g, 8.8 mmol) in dry THF (40 mL) was cooled in an ice bath and 1 M PhMgBr in THF (20 mL, 20.0 mmol) was added dropwise over 2 min. The mixture was stirred and the ice bath was allowed to melt. After 3 h, the mixture was poured into satd aq NH4Cl and extracted with ether (2×200 mL). The combined ether extracts were dried over MgSO4 and concentrated to leave an oil. Flash chromatography on a 40-g silica cartridge eluted with a 0 to 50% EtOAc in hexanes gradient afforded tert-butyl 3-benzoylpyrrolidine-1-carboxylate (2.04 g, 84%) as a clear colorless oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07872028B2 |
| Quelldatensatz | uspto-grants-2011_01 |
| ORD ID | ord-5d615d594bd84870829e90a9238e3944 |
| Quellennotiz | uspto-grants-2011_01 |