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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 66295Erstellt: 25. Oktober 2026

3-(4-Fluorobenzoyl)propyl chloride → 1-Phenyl-3-azabicyclo[3.1.0]hexane hydrochloride

https://huagongshe.com/reaction/66295

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-(4-Fluorobenzoyl)propyl chlorideHCID 19750—
Edukt1-Phenyl-3-azabicyclo[3.1.0]hexaneHCID 10130094—
KatalysatorPotassium IodideHCID 4875—
LösungsmittelTolueneHCID 1140—
Produkt1-Phenyl-3-azabicyclo[3.1.0]hexane hydrochlorideHCID 1271984359,4%

Reaktionsschritte

A mixture of 15.9 g of 1-phenyl-3-azabicyclo[3.1.0]hexane (Example 9), 20.1 g of γ-chloro-p-fluorobutyrophenone and 10 mg of potassium iodide in 100 ml of toluene is refluxed for 24 hours. Filtration gives 11.6 g of 1-phenyl-3-azabicyclo[3.1.0]hexane hydrochloride, m.p. 166°-167° C. Evaporation of the filtrate gives a brown oil which is combined with 2N hydrochloric acid and chloroform. The crystals which form in the chloroform layer are collected by filtration and recrystallized from ethanol to give 3.10 g of 3-[3-(p-fluorobenzoyl)propyl]-1-phenyl-3-azabicyclo[3.1.0]hexane hydrochloride as pale tan crystals, m.p. 151°-153° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04131611
Quelldatensatzuspto-grants-1978_12
ORD IDord-ac2b0ad752c0418391151fe07813a4f6
Quellennotizuspto-grants-1978_12