反应详情

A mixture of 6-trifluoromethanesulfonyloxy-5-methoxycarbonyl-3-phenyl-3-(4-pyrrolidinophenyl)-2H-naphtho[1,2-b]pyran (0.96 g, 1.6 mmol), 4′-pentyl-4-biphenylboronic acid (0.66 g, 2.5 mmol), K2CO3 (0.68 g, 49 mmol) and Pd(PPh3)4 (91 mg, 3 mol %) in PhMe (30 mL) and EtOH (30 mL) was heated at reflux for 2 h. The resulting solution was cooled, poured into water (100 mL), extracted with DCM (4×50 mL), dried (MgSO4) and the solvent removed under reduced pressure. The residue was chromatographed twice on silica using PhMe (80% in hexanes). The solvent was removed under reduced pressure and the residue crystallized from acetone-MeOH to give the title compound (0.36 g, 32%) as a purple powder.

1. temperaturewas heated
2. temperatureat reflux for 2 h
3. temperatureThe resulting solution was cooled
4. extractionextracted with DCM (4×50 mL)
5. dry with materialdried (MgSO4)
6. customthe solvent removed under reduced pressure
7. customThe residue was chromatographed twice on silica
8. customThe solvent was removed under reduced pressure
9. customthe residue crystallized from acetone-MeOH