반응 #2320075

반응 방정식

5-bromo-2-chlorobenzotrifluoride

n-propyl piperazine

sodium tert-butoxide

→

1-(4-Chloro-3-trifluoromethyl-phenyl)-4-propyl-piperazine

용매

Et2O

dioxane

반응 조건

후처리

1. 1
   세척washed with brine (15-20 ml)
2. 2
   건조The organic fraction was dried (MgSO4)
3. 3
   여과filtered
4. 4
   기타evaporated to dryness
5. 5
   기타The crude material was purified by flash chromatography on silica gel
6. 6
   기타recrystallized from ethanol/diethylether

실험 절차

A mixture of 5-bromo-2-chlorobenzotrifluoride (0.2 g, 0.85 mmol), n-propyl piperazine (0.15 g, 1.17 mmol), sodium tert-butoxide (0.134 g) dppf (14 mg) and [Pd2(dba)3 (10 mg) in dioxane (5 ml) was heated under argon at 100° C. for 24 h. After cooling to room temperature, the reaction mixture was taken up in Et2O (40-50 ml) and washed with brine (15-20 ml). The organic fraction was dried (MgSO4), filtered and evaporated to dryness. The crude material was purified by flash chromatography on silica gel using CH2Cl2:MeOH (9:1 (v/v)). The amine was converted into the HCl-salt and recrystallized from ethanol/diethylether; m.p. 268° C. (HCl); MS m/z (rel. intensity, 70 eV)) 307 (M+, 6), 279 (33), 277 (98), 70 (bp), 56 (40). Rf=0.35 (EtOAc)

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