Cesium carbonate → 4-Phenyl-3-propyl-1H-isochromen-1-one

Participants

Reaction Steps

4-Iodo-3-propyl-1H-isochromen-1-one (intermediate C20.2, 0.80 g, 2.55 mmol), phenylboronic acid (0.39 g, 3.18 mmol), Pd(PPh3)4 (0.15 g, 0.127 mmol) and Cs2CO3 (1.16 g, 3.57 mmol) were reacted in DMF (10 ml) at 80° C. for 3 hrs. The reaction was the partitioned between AcOEt and 1 M HClaqueous, washed with 1 M HClaqueous brine, dried over Na2SO4 and concentrated under reduced pressure. The resulting crude was purified on a silica 500 Biotage cartridge eluting with a gradient of Hexane and AcOEt to give the title compound (0.11 g, 15.9%) as a yellowish oil.

Provenance & Evidence