反应详情

A mixture of methyl 1,4-dihydroxynaphthalene-2-carboxylate (3.93 g, 18 mmol), 1-phenyl-1-(4-pyrrolidinophenyl)prop-2-yn-1-ol (5 g, 18 mmol) and Al2O3 (4 g) in PhMe (100 mL) was heated at reflux for 1.5 h, cooled, filtered, the residue washed with DCM and the solvent removed under reduced pressure. The residue was filtered through a short plug of silica using DCM (40% in hexanes) as eluent. The solvent was removed under reduced pressure and the residue was crystallized from Et2O-hexanes to give the title compound (5.47 g, 62%) as a yellow powder.

1. temperaturewas heated
2. temperatureat reflux for 1.5 h
3. temperaturecooled
4. filtrationfiltered
5. washthe residue washed with DCM
6. customthe solvent removed under reduced pressure
7. filtrationThe residue was filtered through a short plug of silica
8. customThe solvent was removed under reduced pressure
9. customthe residue was crystallized from Et2O-hexanes