反应详情

温度

90 °C

To a solution of syn-benzaldehyde oxime (3.71 g, 30.6 mmol) in DMF (80 mL) was added cesium carbonate (19.9 g, 61.3 mmol) and heated to 90° C. for 1-2 min before a solution of 1-iodo-3-methanesulfonyl-5-nitro-benzene (5.0 g, 15.3 mmol) in DMF (80 mL) was added. The resulting dark brown solution was stirred at 90° C. for 15 h. The reaction mixture was then cooled down and diluted with EtOAc and washed with 10% HCl. The organic phase was then washed again with brine. The combined organic extracts were dried over sodium sulfate and evaporated under reduced pressure to obtain a crude brown oil which was purified on ISCO column (330 g). The desired compound was eluted with 70% EtOAc-Hexanes. The desired fractions were combined and evaporated under reduced pressure to afford 2.5 g (55%) of 3-iodo-5-methanesulfonyl-phenol as an orange solid. HR-ES(+) m/e calcd for C7H7O3SI (M+H)+ 298.9234, found 298.9234.

1. additionwas added
2. temperatureThe reaction mixture was then cooled down
3. washwashed with 10% HCl
4. washThe organic phase was then washed again with brine
5. dry with materialThe combined organic extracts were dried over sodium sulfate
6. customevaporated under reduced pressure
7. customto obtain a crude brown oil which
8. customwas purified on ISCO column (330 g)
9. washThe desired compound was eluted with 70% EtOAc-Hexanes
10. customevaporated under reduced pressure