반응 #60928

반응 방정식

3-chloro-4-iodobenzotrifluoride

N-Boc-piperazine

sodium-t-butoxide

tri-o-tolylphosphine

→

title compound

수율 10.0%

1-(2-Chloro-4-trifluoromethyl-phenyl)piperazine

수율 10.0%

용매

ether

dioxane

반응 조건

후처리

1. 1
   온도to cool to room temperature
2. 2
   세척washed with brine (25 ml)
3. 3
   건조The organic layer was dried over Na2SO4
4. 4
   여과filtered
5. 5
   기타the solvent was removed in vacuo
6. 6
   기타The crude oil was chromatographed over on silica gel

실험 절차

A mixture of 0.5 g (1.6 mmol) of 3-chloro-4-iodobenzotrifluoride 0.7 g (3.8 mmol), N-Boc-piperazine, 41 mg (0.04 mmol) Tris(dibenzylideneacetone)dipalladium chloroform complex, 0.44 g (4.43 mmol) sodium-t-butoxide and 48 mg (0.16 mmol) tri-o-tolylphosphine in 6 ml dioxane was heated overnight at 100° C. The solution was allowed to cool to room temperature, taken up in ether (30 ml) and washed with brine (25 ml). The organic layer was dried over Na2SO4, filtered and the solvent was removed in vacuo. The crude oil was chromatographed over on silica gel: Eluent: Heptane-AcOEt 0-10% over 15 min to provide the title compound (0.06 g, 10%) as a brown oil, MS (m/e): 365.1 (MH+, 100%).

출처