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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 5850Erstellt: 24. Oktober 2026

3-(4-(3-Chlorophenyl)piperazin-1-yl)propan-1-ol → 4-(3-Chlorophenyl)-1-[3-(3,4-methylenedioxyphenylcarbamoyloxy)propyl]piperazine, hydrochloride

https://huagongshe.com/de/reaction/5850

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-(4-(3-Chlorophenyl)piperazin-1-yl)propan-1-olHCID 257407—
Edukt5-Isocyanato-1,3-dioxaindaneHCID 5223213—
LösungsmittelTolueneHCID 1140—
Produkt4-(3-Chlorophenyl)-1-[3-(3,4-methylenedioxyphenylcarbamoyloxy)propyl]piperazine, hydrochlorideHCID 131718162187,1%

Reaktionsschritte

A mixture of 3,4-methylenedioxyphenylisocyanate (330 mg; 2.0 mmol) (produced as in Example 13) and 3-[4-(3-chlorophenyl) -1-piperazinyl]propanol (510 mg; 2.0 mmol) in toluene (30 ml) was refluxed for 16 h. The reaction mixture was then concentrated and submitted to flash chromatography on silica gel 60 eluting with toluene graduated to toluene/ethyl acetate (1:3). The product was taken up in ethanol which was treated with hydrogen chloride in ether. Recrystallization from methanol/ether afforded 850 mg of the title compound M.p. 182°-184° C. MS (70 eV): m/z 417 (42%, M+), 254 (24), 209 (100), 194 (7), 163 (70), 136 (37), 70 (51).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05246935
Quelldatensatzuspto-grants-1993_09
ORD IDord-b553bc63e457446caa9f52fa9caba4ba
Quellennotizuspto-grants-1993_09