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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2303639Erstellt: 24. Oktober 2026

Sodium hydride → 4-(2-(4-Fluorophenylthio)eth-1-yl)-1-tert-butoxycarbonylpiperidine

https://huagongshe.com/de/reaction/2303639

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt4-FluorothiophenolHCID 67789—
EduktTert-butyl 4-(2-iodoethyl)piperidine-1-carboxylateHCID 9974426—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-(2-(4-Fluorophenylthio)eth-1-yl)-1-tert-butoxycarbonylpiperidineHCID 1818748195,2%

Reaktionsschritte

To a slurry of sodium hydride (47 mg, 60% in mineral oil, 1.2 mmol) in tetrahydrofuran at 0° C. was added 4-fluorothiophenol (0.1 mL, 0.94 mmol). The reaction mixture was warmed to rt. for 20 min, followed by addition of 4-(2-iodoeth-1-yl)-1-tert-butoxycarbonylpiperidine (265 mg, 0.78 mmol, from Step C). The reaction was then heated to reflux for 10 min, cooled and diluted with ether. The organic layer was washed with 1 N NaOH, dried over magnesium sulfate and concentrated to provide 252 mg (95%) of the title compound. ESI-MS: 340.0 (M+H); HPLC A: 4.07 min.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06432981B1
Quelldatensatzuspto-grants-2002_08
ORD IDord-34478f7594e8459499f8cb4b51573bd6
Quellennotizuspto-grants-2002_08