反应详情

In a dry reaction tube containing in suspension copper iodide (11 mg, 0.06 mmol) and triethylamine (3.4 mL), were added 2-iodopyridine (246 mg, 1.2 mmol) and Pd(PPh3)2Cl2 (42 mg, 0.06 mmol) under N2. A yellow suspension was obtained after 5 min of stirring at room temperature. A solution of 1-fluoro-4-(hexa-1,5-diynyl)benzene (210 mg, 1.2 mmol) in triethylamine (0.5 mL) was then added under N2. Immediately the color of the reaction turns to black. The mixture was stirred at room temperature for 48h. The reaction mixture was concentrated. The crude product was dissolved in DCM and the organic phase was washed with saturated NH4Cl, water and brine. The organic layer was dried over MgSO4, filtered, and concentrated. Purification by Flash chromatography (prepacked 25 g silicagel column, Cyclohexane/ethyl acetate from 90/10to 80/20 as eluent) to afford 87 mg of 2-(6-(4-fluorophenyl)hexa-1,5-diynyl)pyridine (Yield: 29%) as a brown powder (M.P.=68-69° C.).

1. customIn a dry reaction tube
2. customA yellow suspension was obtained after 5 min
3. stirringThe mixture was stirred at room temperature for 48h
4. concentrationThe reaction mixture was concentrated
5. dissolutionThe crude product was dissolved in DCM
6. washthe organic phase was washed with saturated NH4Cl, water and brine
7. dry with materialThe organic layer was dried over MgSO4
8. filtrationfiltered
9. concentrationconcentrated
10. customPurification by Flash chromatography (prepacked 25 g silicagel column, Cyclohexane/ethyl acetate from 90/10to 80/20 as eluent)