反应详情

温度

100 °C

0.23 g (0.2 mmol) of tetrakistriphenylphosphinepalladium is added under nitrogen to a solution of 2.93 g (9 mmol) of 2,2-dimethyl-5-trifluoromethylsulfonyloxy-4H-(1,3)benzodioxin-4-one in 50 ml of dimethylformamide, the mixture is stirred for a few minutes and 2.97 g (14 mmol) of potassium phosphate and 2.04 g (9.9 mmol) of diisopropyl phenylboronate are then added. The mixture is heated to 100° C. until conversion is complete (about 16 h). After cooling, the reaction solution is poured into a mixture of 250 ml of water and 6 g of orthophosphoric acid and extracted three times with methyl tert-butyl ether, and the combined organic phases are washed with water and saturated sodium chloride solution, dried over sodium sulfate and concentrated. 2.6 g of a dark oil remain, which is chromatographed on silica gel using toluene/acetone. 1.3 g (57%) of a colorless solid are obtained, m.p. 158°-163° C. (recrystallized from hexane).

1. custom(about 16 h)
2. temperatureAfter cooling
3. extractionextracted three times with methyl tert-butyl ether
4. washthe combined organic phases are washed with water and saturated sodium chloride solution
5. dry with materialdried over sodium sulfate
6. concentrationconcentrated
7. customwhich is chromatographed on silica gel