Reaktion #5948

Reaktionsgleichung

3,4-ethylenedioxyphenylisocyanate

3-[4-(2-chlorophenyl)-1piperazinyl]propanol

→

title compound

Ausbeute 70.5%

4-(2-Chlorophenyl)-1-[3-(3,4-ethylenedioxyphenylcarbamoyloxy)propyl]piperazine, hydrochloride

Ausbeute 70.5%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for 16 h
2. 2
   EinengenThe reaction mixture was then concentrated
3. 3
   workup.ADDITIONwas treated with hydrogen chloride in ether
4. 4
   SonstigeRecrystallization from methanol/ether

Vorschrift

A mixture of 3,4-ethylenedioxyphenylisocyanate (2.0 mmol) (produced as in Example 16) and 3-[4-(2-chlorophenyl)-1piperazinyl]propanol (500 mg; 2.0 mmol) in toluene (10 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 (1:5). The product was taken up in ethyl acetate which was treated with hydrogen chloride in ether. Recrystallization from methanol/ether afforded 330 mg of the title compound. M.p. 205°-206° C. MS (70 eV): m/z 431 (14%, M+), 209 (100), 177 (70), 121 (44), 93 (38), 70 (56).

Quelle