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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 9885Erstellt: 23. Oktober 2026

Hydrochloric Acid → Octahydroindolizin-7-one

https://huagongshe.com/de/reaction/9885

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktSodium BicarbonateHCID 516892—
EduktTert-butyl 2-(2-oxobut-3-EN-1-YL)pyrrolidine-1-carboxylateHCID 21988503—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktOctahydroindolizin-7-oneHCID 1124052493%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

(±)-1-(t-Butoxycarbonyl)-2-(2-oxo-3-butenyl)pyrrolidine (140 mg (0.59 mmol), prepared as described in 2)) was dissolved in tetrahydrofuran (2 ml). To the solution was added an aqueous solution of 1N hydrochloric acid (1.76 ml, 1.76 mmol), and the resulting mixture was stirred at 70° C. for 4 hours. At the end of this time, to the reaction mixture was added a saturated aqueous solution of sodium hydrogencarbonate and the resulting mixture was extracted with dichloromethane. The organic layer was washed with water, dried over anhydrous magnesium sulfate and the solvent was removed by distillation under reduced pressure, to give the title compound (76 mg) as a light brown oil (yield 93%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07091352B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-bd1629c0454e45928b744802850b9f19
Quellennotizuspto-grants-2006_08