تفاعل #490248

معادلة التفاعل

1-iodo-4-bromonaphthalene

4-n-propylphenylacetylene

water

heptane

→

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

المذيبات

NEt3

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture is refluxed for 30 minutes
2. 2
   درجة الحرارةThe batch is cooled
3. 3
   أخرىthe phases are separated
4. 4
   غسيلThe organic phase is washed with saturated sodium chloride solution
5. 5
   تجفيفdried over sodium sulfate
6. 6
   ترشيحfiltered
7. 7
   أخرىevaporated in a rotary evaporator
8. 8
   أخرىThe residue is purified by column chromatography (SiO2, heptane)
9. 9
   أخرىthe further purification
10. 10
    أخرىis carried out by recrystallisation from isopropanol

الإجراء التجريبي

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.

المصدر