反应详情

To a suspension of 0.44 g of 60% (w/w) sodium hydride in 6 ml of N,N-dimethylformamide is dropwise added 15 ml of an N,N-dimethylformamide solution of 4.0 g of (R)-3-methylthio-2-tritylamino-1-propanol over 15 minutes with ice-cooling, and the temperature is gradually elevated to 80° C., after which this is added to a solution of 2.07 g of 3,5-dichloro-1,2-benzoisoxazole in 10 ml of N,N-dimethylformamide. They are subjected to reaction at the same temperature for one hour. After cooling, water and ethyl acetate are added and shaken, and the organic layer is separated. The separated organic layer is washed with a saturated saline solution and dried over anhydrous magnesium sulfate, after which the solvent is removed by distillation under reduced pressure. The residue obtained is purified by a column chromatography [eluant:n-hexane:ethyl acetate=20:1], to obtain 4.4 g of oily (R)-5-chloro-3-(3-methylthio-2-tritylaminopropoxy)-1,2-benzoisoxazole.

1. customover 15 minutes
2. temperaturecooling
3. customis gradually elevated to 80° C.
4. customThey are subjected to reaction at the same temperature for one hour
5. temperatureAfter cooling
6. customthe organic layer is separated
7. washThe separated organic layer is washed with a saturated saline solution
8. dry with materialdried over anhydrous magnesium sulfate
9. customafter which the solvent is removed by distillation under reduced pressure
10. customThe residue obtained
11. customis purified by a column chromatography [eluant:n-hexane:ethyl acetate=20:1]