تفاعل #5951

معادلة التفاعل

3,4-ethylenedioxyphenylisocyanate

3-[4-(3-trifluoromethyl-phenyl) -1-piperazinyl]propanol

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

→

title compound

المردود 68.7%

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

المردود 68.7%

المذيبات

toluene

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas refluxed for 16 h
2. 2
   درجة الحرارةrefluxed for 16 h
3. 3
   أخرىThe solvent was evaporated
4. 4
   ترشيحfiltered
5. 5
   أخرىevaporated to dryness
6. 6
   workup.ADDITIONwhich was treated with hydrogen chloride in ether

الإجراء التجريبي

A mixture of 3,4-ethylenedioxyphenylisocyanate (2.0 mmol) (produced as in Example 16) and 3-[4-(3-trifluoromethyl-phenyl) -1-piperazinyl]propanol (580 mg; 2.0 mmol) in toluene (30 ml) was refluxed for 16 h. To the crude product was added 3-[4-(4-chlorophenyl)-1-piperazinyl]propanol (510 mg; 2.0 mmol) in toluene (30 ml) and refluxed for 16 h. The solvent was evaporated and the residue resuspended in ethyl acetate, filtered and evaporated to dryness. The residue was submitted to flash chromatography on silica gel 60 eluting with toluene/ethyl acetate (1:1) graduated to toluene/ethyl acetate (1:3). The product was taken up in ethanol, which was treated with hydrogen chloride in ether to give 690 mg of the title compound. M.p. 242°-245° C. MS (70 eV): m/z 465 (34%, M+), 450 (11), 288 (25), 265 (21), 243 (100), 177 (61), 70 (79).

المصدر