반응 #48048

반응 방정식

4-iodobenzonitrile

sodium pentafluoroproprionate

DMF

→

title compound

수율 52.3%

4-pentafluoroethyl-benzonitrile

수율 52.3%

용매

toluene

toluene

반응 조건

후처리

1. 1
   기타to distil off
2. 2
   온도After cooling
3. 3
   workup.ADDITIONethyl acetate (200 mL) was added
4. 4
   여과the mixture was filtered through diatomaceous earth
5. 5
   기타the filtrate was partitioned between ethyl acetate/heptane and water
6. 6
   세척The organic layer was washed with brine
7. 7
   건조dried (MgSO4)
8. 8
   기타evaporated

실험 절차

A mixture of 4-iodobenzonitrile (10.0 g, 43.7 mmol), sodium pentafluoroproprionate (15.4 g, 82.9 mmol), and copper(I) iodide (16.6 g, 87.3 mmol), DMF (160 mL), and toluene (60 mL) was heated at 160° C. for 16 h, allowing most of the toluene to distil off. After cooling, ethyl acetate (200 mL) was added, and the mixture was filtered through diatomaceous earth, and the filtrate was partitioned between ethyl acetate/heptane and water. The organic layer was washed with brine, dried (MgSO4), and evaporated. Chromatography (SiO2, heptane-ethyl acetate gradient) afforded the title compound (5.05 g 52%). Yellow oil, MS (EI) 221.1 (M+).

출처