反应详情

A solution of 8,9-dimethoxy-6-[4′-hydroxyoxybiphen-4-yl]-3-phenyl-3-(4-pyrrolidinophenyl)-3H-naphtho[1,2-b]pyran (0.95 g, 1.5 mmol) and 4,4,5,5,6,6,7,7,7-nonafluoroheptanoic acid (0.53 g, 1.8 mmol) in DCM (20 mL) containing 4-dimethylaminopyridine (0.02 g) and N,N′-dicyclohexylcarbodiimide (0.33 g, 1.6 mmol) under N2 was stirred at room temperature for 1 h. The resulting mixture was filtered through a short plug of silica using EtOAc (5% in DCM) as eluent. The solvent was removed under reduced pressure and the residue chromatographed on silica using EtOAc (0-25% gradient in toluene) as eluent. The solvent was removed under reduced pressure and the residue washed with toluene/hexanes to give the title compound (0.69 g, 51%) as a pale violet powder, mp 218-219° C. The liquors provided a further 0.16 g (12%) after evaporation and washing with acetone.

1. filtrationThe resulting mixture was filtered through a short plug of silica
2. customThe solvent was removed under reduced pressure
3. customthe residue chromatographed on silica
4. customThe solvent was removed under reduced pressure
5. washthe residue washed with toluene/hexanes