反应详情

温度

0 °C

Camptothecin (20.0 g) was dissolved in mixture of methanol (750 mL), water (500 mL), conc. H2SO4 (500 mL) and finely ground FeSO4 (16.0 g) and hydrogen peroxide (100 mL 30% solution) was added dropwise over the course of 2 h and the reaction mixture was allowed to stir for another hour. The reaction mixture was then filtered through a sintered glass funnel to remove all undissolved material. The resultant filtrate was then cooled to 0° C. and NaOH (375 g) in 1 L water was added slowly with vigorous stirring. The yellow-brown solid was then filtered, washed with water and pumped to dryness. The resultant crude product was then placed in a 1 L erlenmyer flask, DMF (300 mL) added and warmed to 110° C. Once the solid is dispersed into small particles, acetonitrile (500 mL) was added and the mixture heated until boiling. The mixture was then allowed to cool to room temperature then 0° C., filtered and the solid washed with chloroform to provide 7-hydroxymethylcamptothecin (21.50 g, 99%) as a pale yellow solid.

1. additionwas added dropwise over the course of 2 h
2. filtrationThe reaction mixture was then filtered through a sintered glass funnel
3. customto remove all undissolved material
4. additionNaOH (375 g) in 1 L water was added slowly with vigorous stirring
5. filtrationThe yellow-brown solid was then filtered
6. washwashed with water
7. customThe resultant crude product was then placed in a 1 L erlenmyer flask
8. additionDMF (300 mL) added
9. temperaturewarmed to 110° C
10. additionOnce the solid is dispersed into small particles, acetonitrile (500 mL)
11. additionwas added
12. temperaturethe mixture heated until boiling
13. temperatureto cool to room temperature
14. filtration0° C., filtered
15. washthe solid washed with chloroform