反应 #955951

反应方程式

4

5,5′-Bis((trimethylsilyl)ethynyl)-2,2′-bipyridine

KF

→

5,5′-diethynyl-2,2′-bipyridine

溶剂

MeOH

THF

反应条件

后处理

1. 1
   其他Subsequently, the solvents were removed under reduced pressure
2. 2
   workup.DISSOLUTIONThe residue was redissolved in 200 ml CH2Cl2
3. 3
   洗涤washed four times with 100 ml H2O each, in order
4. 4
   其他to remove inorganic salts
5. 5
   干燥The organic phase was dried over Na2SO4
6. 6
   浓缩concentrated under reduced pressure
7. 7
   其他purified by silica flash column chromatography (eluent: CH2Cl2)
8. 8
   其他to yield a colorless powder of 204 mg (1.0 mmol, 81%) pure 5

实验过程

4 (390 mg, 1.12 mmol) was dissolved in a mixture of 40 ml MeOH and 10 ml THF; then KF powder (400 mg, 6.88 mmol) was added and the solution was stirred at room temperature overnight. Subsequently, the solvents were removed under reduced pressure. The residue was redissolved in 200 ml CH2Cl2 and washed four times with 100 ml H2O each, in order to remove inorganic salts. The organic phase was dried over Na2SO4, concentrated under reduced pressure and purified by silica flash column chromatography (eluent: CH2Cl2) to yield a colorless powder of 204 mg (1.0 mmol, 81%) pure 5. 1H NMR (CDCl3, 250 MHz): δ=8.76 (d, 2H, JHH=1.0 Hz, bpy-H), 8.39 (d, 2H, JHH=6.0 Hz, bpy-H), 7.90 (dd, 2H, JHH=1.1 Hz, 5.1 Hz, bpy-H), 3.31 (s, 2H, bpy-CCH).

来源