反应详情

温度

5 °C

To a solution of 1.4 g (24.9 mmoles) of KOH in 30 ml of ethanol was added 2.8 g (7.8 mmoles) of (S)-3-(2-dimethylaminoethyl)-5-[2-oxo-1,3-oxazolidin-4-ylmethyl]-1H-indol-2-carboxylic acid ethyl ester. The resulting solution was heated at reflux temperature for one hour. It was cooled and the solvent evaporated to dryness. The residue was dissolved in 6 ml of water and washed three times with 10 ml of dichloromethane. The aqueous solution was cooled to 5° C., adjusted to pH 6 with glacial acetic acid, stirred for 30 minutes at that temperature and the water evaporated to dryness. The residue was redissolved in 30 ml of water and 5 g of ionic exchange resin (Dowex 50WX8-400) added. The mixture was left under stirring at room temperature for 24 hours. The resin was filtered and it was washed with water. For desorption the resin was suspended with 20 ml of a 10% aqueous solution of ammonia and stirred at room temperature for 5 hours. Once that time had elapsed it was filtered and washed with water. The water was evaporated to dryness under reduced pressure to give 7.75 g (94%) of the title acid as a yellow crystalline solid:

1. temperatureThe resulting solution was heated
2. temperatureat reflux temperature for one hour
3. temperatureIt was cooled
4. customthe solvent evaporated to dryness
5. dissolutionThe residue was dissolved in 6 ml of water
6. washwashed three times with 10 ml of dichloromethane
7. customthe water evaporated to dryness
8. dissolutionThe residue was redissolved in 30 ml of water
9. addition5 g of ionic exchange resin (Dowex 50WX8-400) added
10. waitThe mixture was left
11. stirringunder stirring at room temperature for 24 hours
12. filtrationThe resin was filtered
13. washit was washed with water
14. stirringstirred at room temperature for 5 hours
15. filtrationwas filtered
16. washwashed with water
17. customThe water was evaporated to dryness under reduced pressure