反应详情

Under nitrogen atmosphere, 0.25 g (0.91 mM) of 2-octylcoumaran-5-boronic acid, 0.7 ml of ethanol, 0.30 g (0.80 mM) of 2-(3-bromophenyl)-5-decylpyrimidine and 1.3 ml of benzene were placed in a 20 ml-round-bottomed flask. Under stirring, 0.05 g of tetrakis(triphenylphosphine) palladium (0) and 1.3 ml of a 2M-sodium carbonate aqueous solution were added successively to the mixture, followed by refluxing for 1 hour and 40 minutes. After the reaction, the reaction mixture was left standing at room temperature to precipitate a crystal. The crystal was washed with water and dissolved in toluene. The solution was dried with mirabilite and the solvent was distilled off under reduced pressure to obtain a residue. The residue was purified by silica gel column chromatography and recrystallized from a mixture solvent of toluene and methanol and further recrystallized from acetone to obtain 0.28 g of 5-[4-(5-decylpyrimidine-2-yl)phenyl]-2-octylcoumaran (Ex. Comp. No. I-154) (Yield: 66.5%). The product showed the following phase transition temperatures (°C.). ##STR98##

1. temperatureby refluxing for 1 hour and 40 minutes
2. customAfter the reaction
3. waitthe reaction mixture was left
4. customstanding at room temperature
5. customto precipitate a crystal
6. washThe crystal was washed with water
7. dissolutiondissolved in toluene
8. dry with materialThe solution was dried with mirabilite
9. distillationthe solvent was distilled off under reduced pressure
10. customto obtain a residue
11. customThe residue was purified by silica gel column chromatography
12. customrecrystallized from a mixture solvent of toluene and methanol
13. customfurther recrystallized from acetone