Hydrogen chloride-ethyl acetate → (trans)-3-Azido-4-fluoropyrrolidine
Reaktionsgleichung
[N:1]([C@H:4]1[C@H:8]([F:9])[CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5]1)=[N+:2]=[N-:3].Cl.CCOC(C)=O>CCOC(C)=O>[N:1]([C@H:4]1[C@H:8]([F:9])[CH2:7][NH:6][CH2:5]1)=[N+:2]=[N-:3]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of (trans)-tert-butyl 3-azido-4-fluoropyrrolidine-1-carboxylate (25 g, 109 mmol), as prepared in step 3 of Preparation 3, in EtOAc (100 mL) was added HCl/EtOAc (50 mL) at 0-5° C. Then the mixture was stirred at rt for 4 hr. The solid was filtered and washed with petroleum ether/EtOAc (2:1, 40 mL) to give the title compound (18 g) as a gray solid, which was used directly in the next step.
Aufarbeitung
- filtrationThe solid was filtered
- washwashed with petroleum ether/EtOAc (2:1, 40 mL)
Quellen und Nachweise
- ORD-Eintrag
- ord-c2d5c72fecf14a468acaea2a772f3814
- Quelldatensatz
- uspto-grants-2016_03
- Patentnummer
- US09290496B2
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