反应详情

A solution of (5R)-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one (1.067 g) in DMF (10 ml) under nitrogen was treated with sodium hydride (60% dispersion in mineral oil, 222 mg) and the mixture was stirred at 20° for 15 min. A solution of 2-[(6-bromohexyl)oxy]ethanol (1.157 g) in DMF (1 ml) was added and the mixture was stirred at 20° for 3.5 h. Phosphate buffer solution (pH 6.5, 20 ml) and water (30 ml) were added. The mixture was extracted with EtOAc (2×20 ml) and the combined extracts were washed with water (30 ml) and dried (Na2SO4). Solvent evaporation in vacuo gave a residue which was purified by flash chromatography on silica gel. Elution with MeOH-EtOAc (1:9) gave the title compound (1.42 g). LCMS RT=2.90 min, ES+ve 394 (MH)+.

1. stirringthe mixture was stirred at 20° for 3.5 h
2. extractionThe mixture was extracted with EtOAc (2×20 ml)
3. washthe combined extracts were washed with water (30 ml)
4. dry with materialdried (Na2SO4)
5. customSolvent evaporation in vacuo
6. customgave a residue which
7. customwas purified by flash chromatography on silica gel
8. washElution with MeOH-EtOAc (1:9)