تفاعل #490249

معادلة التفاعل

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

4-n-butylphenylacetylene

water

heptane

→

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

المذيبات

NEt3

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture is refluxed for 18 h
2. 2
   درجة الحرارةThe batch is cooled
3. 3
   أخرىthe phases are separated
4. 4
   غسيلThe organic phase is washed with saturated ammonium chloride solution and subsequently 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 of compound (1) is purified by column chromatography (SiO2, heptane)
9. 9
   أخرىthe further purification
10. 10
    أخرىis carried out by recrystallisation from isopropanol

الإجراء التجريبي

2.35 g (6.3 mmol) of 1-bromo-4-(4-n-propylphenylethynyl)naphthalene and 1.33 g (8.4 mmol) of 4-n-butylphenylacetylene are initially introduced in 40 ml of NEt3, 60 mg (0.3 mmol) of copper(I) iodide and 200 mg (0.3 mmol) of bis(triphenylphosphine)palladium(II) chloride are added, and the mixture is refluxed for 18 h. The batch is cooled, water and heptane are added, and the phases are separated. The organic phase is washed with saturated ammonium chloride solution and subsequently with saturated sodium chloride solution, dried over sodium sulfate, filtered and evaporated in a rotary evaporator. The residue of compound (1) is purified by column chromatography (SiO2, heptane), and the further purification is carried out by recrystallisation from isopropanol.

المصدر