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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1910514Erstellt: 26. Oktober 2026

1,2-Dichloroethane → 9H-fluoren-9-yl quinuclidine-3-carboxylate

https://huagongshe.com/reaction/1910514

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
EduktTriethylamineHCID 8471—
EduktFluoren-9-olHCID 74318—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt1-Azabicyclo(2.2.2)octane-3-carboxylic acid hydrochlorideHCID 12673436—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt9H-fluoren-9-yl quinuclidine-3-carboxylateHCID 7092577463,9%

Reaktionsschritte

Quinuclidine-3-carboxylic acid hydrochloride (95 mg, 0.50 mmol), EDC (143 mg, 0.74 mmol), triethylamine (242 μl, 1.73 mmol), and HOBT (114 mg, 0.74 mmol) were dissolved in dry THF (5 ml). 9H-fluoren-9-ol (99 mg, 0.54 mmol) was dissolved in dry THF (2 ml) and then added to the reaction mixture. The resulting suspension was stirred at room temperature overnight. The mixture was evaporated, and the crude taken up with EtOAc and washed sequentially with water and sat. NaHCO3. The organic phase was dried over sodium sulfate, filtered. and evaporated under vacuum. The crude was purified by flash chromatography (DCM/MeOH=9/1) to afford 9H-fluoren-9-yl quinuclidine-3-carboxylate (102 mg, racemic mixture).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08604015B2
Quelldatensatzuspto-grants-2013_12
ORD IDord-ff77864e6ac94ac28d8fe898269cf041
Quellennotizuspto-grants-2013_12