تفاعل #5948

معادلة التفاعل

3,4-ethylenedioxyphenylisocyanate

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

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title compound

المردود 70.5%

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

المردود 70.5%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas refluxed for 16 h
2. 2
   تركيزThe reaction mixture was then concentrated
3. 3
   workup.ADDITIONwas treated with hydrogen chloride in ether
4. 4
   أخرىRecrystallization from methanol/ether

الإجراء التجريبي

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).

المصدر