反应详情

Ethyl isocyanate (0.015 g) was added to a stirred mixture of 3-[4-({6-[(5R)-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-2-oxo-1,3-oxazolidin-3-yl]hexyl}oxy)butyl]benzenesulfonamide (0.11 g) and K2CO3 (0.055 g) in acetone (2 ml). The mixture was heated at reflux for 2 h then ethyl isocyanate (0.005 g) was added. After 0.5 h the reaction mixture was cooled and quenched with water (1 ml). The mixture was partitioned between EtOAc (20 ml) and H2O (20 ml). The aqueous phase was extracted with EtOAc (20 ml). The combined EtOAc phases were washed with brine (10 ml) then dried (Na2SO4) and concentrated. The residue was purified by SPE (silica 5 g) with CH2Cl2 (2×15 ml), Et2O (2×15 ml) and EtOAc (2×15 ml), evaporation of the EtOAc fractions afforded the title compound (0.067 g). ES+ve 632 (MH)+

1. temperatureThe mixture was heated
2. temperatureat reflux for 2 h
3. temperatureAfter 0.5 h the reaction mixture was cooled
4. customquenched with water (1 ml)
5. customThe mixture was partitioned between EtOAc (20 ml) and H2O (20 ml)
6. extractionThe aqueous phase was extracted with EtOAc (20 ml)
7. washThe combined EtOAc phases were washed with brine (10 ml)
8. dry with materialthen dried (Na2SO4)
9. concentrationconcentrated
10. customThe residue was purified by SPE (silica 5 g) with CH2Cl2 (2×15 ml), Et2O (2×15 ml) and EtOAc (2×15 ml), evaporation of the EtOAc fractions