反应详情

A 100 mL round bottomed flask under argon was charged with 480 mg of tetrakis(triphenylphosphine)palladium(0), and 3 g of 2-bromo-6-nitrotoluene dissolved in 50 mL of degassed, toluene. To this was added under argon 9 mL of a 2M degassed Na2CO3 aqueous solution, and then 1.7 g of phenylboronic acid dissolved in 20 mL of ethanol was added. The mixture was refluxed for 6 h with stirring. Residual boronic acid was removed by treatment with 30% H2O2 for 1 hour. The mixture was extracted with methylene chloride, washed with saturated brine, the combined organic extracts were dried over anhydrous magnesium sulfate, filtered and the solvent removed. The residue was chromatographed over silica gel using methylene chloride as the eluent to give 1.78 g (60% yield) of brownish crystals.

1. dissolutiondissolved in 50 mL
2. customof degassed
3. additionTo this was added under argon 9 mL of a 2M
4. customdegassed Na2CO3 aqueous solution
5. dissolution1.7 g of phenylboronic acid dissolved in 20 mL of ethanol
6. additionwas added
7. temperatureThe mixture was refluxed for 6 h
8. customResidual boronic acid was removed by treatment with 30% H2O2 for 1 hour
9. extractionThe mixture was extracted with methylene chloride
10. washwashed with saturated brine
11. dry with materialthe combined organic extracts were dried over anhydrous magnesium sulfate
12. filtrationfiltered
13. customthe solvent removed
14. customThe residue was chromatographed over silica gel