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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 703845Erstellt: 24. Oktober 2026

Acetone → (-)-trans-4-(-4-Fluorophenyl)-3-(3,4-methylenedioxyphenoxymethyl)-1-pentylpiperidine hydrochloride

https://huagongshe.com/de/reaction/703845

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetoneHCID 180—
Edukt1-BromopentaneHCID 8057—
EduktPotassium CarbonateHCID 11430—
EduktParoxetine HydrochlorideHCID 62878—
LösungsmittelEthanolHCID 702—
LösungsmittelDiethyl EtherHCID 3283—
Produkt(-)-trans-4-(-4-Fluorophenyl)-3-(3,4-methylenedioxyphenoxymethyl)-1-pentylpiperidine hydrochlorideHCID 66923321—

Reaktionsschritte

10g of (-)-trans-4-(-4-fluorophenyl)-3-(3,4-methylenedioxy-phenoxymethyl)-piperidine hydrochloride in 250 ml 99.9% ethanol was mixed with 50 ml 1-bromopentane and 20 g potassium carbonate. The mixture was refluxed for 3 hours and was subsequently cooled to room temperature. 25 ml acetone and 25 ml diethylether was added to the solution. The precipitate was filtered off and the filtrate was evaporated in vacuo. 20 ml 4N NaOH was added to the residue, and the resulting mixture was extracted 3 times with diethyl ether. The combined ether phases were dried over potassium carbonate, filtered, the filtrate was acidified with conc. hydrochloric acid to pH 2, and the filtrate was evaporated in vacuo. The resulting oil was dissolved in acetone and crystals precipitated by addition of ether and after cooling at 4° C. over night. The title compound was filtered off and dried giving 10.1 g of the title compound. M.p. 153.6° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04985446
Quelldatensatzuspto-grants-1991_01
ORD IDord-0652fd7776f24f57a4347f8fc28f0b94
Quellennotizuspto-grants-1991_01