反应详情

温度

0 °C

Magnesium (0.63 g; 25.8 mmol) and anhydrous THF (25 ml) were put into a flask, and 2-bromo-3-dodecylthiophene (7.78 g; 23.5 mmol) was added dropwise thereto. After starting Grignard reaction, the solution was refluxed until magnesium was almost removed. The purified DMF (3.65 g; ˜4 ml; 50 mmol) was slowly added dropwise to the reaction solution. The reaction solution was refluxed for one day, and cooled to 0° C., and 5% HCl (100 ml) was added thereto to terminate the reaction. An organic material layer was extracted from ethyl ether, and the obtained organic material layer was washed sequentially with NaHCO3, a saturated NaCl solution, and water. The residual moisture was removed over anhydrous magnesium sulfate. After removing the solvent, the residue was column separated using silica gel (ethyl acetate/hexane=1/9) to obtain 3-dodecylthiophene-2-carboaldehyde (3.6 g; 55%).

1. customGrignard reaction
2. customwas almost removed
3. temperatureThe reaction solution was refluxed for one day
4. customto terminate
5. customthe reaction
6. extractionAn organic material layer was extracted from ethyl ether
7. washthe obtained organic material layer was washed sequentially with NaHCO3
8. customThe residual moisture was removed over anhydrous magnesium sulfate
9. customAfter removing the solvent
10. customseparated