反应详情

15 g (0.074 mol) of 9-ethynyl anthracene, 0.36 g (3.7 mmol) copper(I) chloride, 0.43 g (3.7 mmol) of N,N,N′,N′-tetramethylethylenediamine were put into a 500 ml round-bottomed flask equipped with a stirrer, and then dissolved in 200 ml of acetone. The resulting mixture was then vigorously stirred for two hours while purging oxygen gas, to give red-colored solid. After the reaction was completed, the solvent was mostly removed with a small amount remaining. The residue was then precipitated in 5% aqueous hydrochloric acid to obtain red-colored solid. The solid was filtered, washed sufficiently with water and ethanol, and then recrystallized from ethyl acetate, to give red-colored crystal. The red-colored crystal was recovered and then sufficiently dried in a vacuum oven at 40° C., to give 13 g (87.2% yield) of the desired product having a melting point of 280-282° C.

1. customequipped with a stirrer
2. customwhile purging oxygen gas
3. customto give red-colored solid
4. customthe solvent was mostly removed with a small amount
5. customThe residue was then precipitated in 5% aqueous hydrochloric acid
6. customto obtain red-colored solid
7. filtrationThe solid was filtered
8. washwashed sufficiently with water and ethanol
9. customrecrystallized from ethyl acetate
10. customto give red-colored crystal
11. customThe red-colored crystal was recovered
12. customsufficiently dried in a vacuum oven at 40° C.