Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Hydroxide | HCID 14797 | — |
| Edukt | Aluminium lithium hydride | HCID 21226445 | — |
| Edukt | HCID 178498697 | HCID 178498697 | — |
| Edukt | HCID 178498698 | HCID 178498698 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | HCID 178461671 | HCID 178461671 | 90% |
Reaktionsschritte
A 250 mL round bottom flask was charged with anhydrous THF (100 mL) and LiAlH4 (2.77 g, 73.1 mmol). While the suspension is stirred at 0° C., a solution of (S)-methyl 1-((S)-1-phenylethyl)aziridine-2-carboxylate EBE 06044B (10.0 g, 48.7 mmol) in THF (50 mL) was added dropwise over 20 min. The dropping funnel was washed with THF (2×3 mL) and allowed to react 20 min at 0° C. Maintaining the reaction mixture at 0° C., a solution of KOH (10%, 20 mL) was added dropwise for 20 min (caution the reaction is exothermic). The mixture was stirred for 0.5 h at 25° C. and the white precipitate removed by filtration through a celite pad that was washed with diethyl ether (30 mL). The combined organic filtrates were washed with NaH2PO4 and the aqueous layer was extracted with Et2O (3×30 mL). The combined organic phase were dried with Na2SO4 and concentrated to give ((R)-1-((S)-1-phenylethyl)aziridin-2-yl)methanol EBE 06046 as a white solid (10.4 g, 90% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09314466B2 |
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| Quelldatensatz | uspto-grants-2016_04 |
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| ORD ID | ord-0e59d58cede348ab9f89f82b24903060 |
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| Quellennotiz | uspto-grants-2016_04 |
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