반응 #490248

반응 방정식

1-iodo-4-bromonaphthalene

4-n-propylphenylacetylene

water

heptane

→

1-bromo-4-(4-n-propylphenylethynyl)naphthalene

용매

NEt3

반응 조건

후처리

1. 1
   온도the mixture is refluxed for 30 minutes
2. 2
   온도The batch is cooled
3. 3
   기타the phases are separated
4. 4
   세척The organic phase is washed with saturated sodium chloride solution
5. 5
   건조dried over sodium sulfate
6. 6
   여과filtered
7. 7
   기타evaporated in a rotary evaporator
8. 8
   기타The residue is purified by column chromatography (SiO2, heptane)
9. 9
   기타the further purification
10. 10
    기타is carried out by recrystallisation from isopropanol

실험 절차

15.3 g (43.6 mmol) of 1-iodo-4-bromonaphthalene and 7.25 g (5.3 mmol) of 4-n-propylphenylacetylene are initially introduced in 200 ml of NEt3, 170 mg (0.9 mmol) of copper(I) iodide and 600 mg (0.9 mmol) of bis-(triphenylphosphine)palladium(II) chloride are added, and the mixture is refluxed for 30 minutes. The batch is cooled, water and heptane are added, and the phases are separated. The organic phase is washed with saturated sodium chloride solution, dried over sodium sulfate, filtered and evaporated in a rotary evaporator. The residue is purified by column chromatography (SiO2, heptane), and the further purification is carried out by recrystallisation from isopropanol.

출처