反应详情

温度

25 °C

To a solution of 3,5-dinitrobenzyl alcohol (129.1 g, 0.65 mol; from step (i) above) in MeOH (1500 mL) at reflux was added ammonium sulfide (450 mL, 442.9 g of 20 wt % in H2O, 1.30 mol) over 45 min. The resulting heterogeneous mixture was refluxed for 2 h and stirred at 25° C. for 18 h. The solution was filtered through a pad of Celite, the filtrate was acidified with 2N HCl and the MeOH distilled off in vacuo. The remaining acidic aqueous solution was washed with Et2O (3×) and basified with 6N NaOH. The basic aqueous solution was extracted with Et2O (4×). The organic extracts were dried (Na2SO4), filtered and concentrated in vacuo to afford 95.8 g (88%) of the sub-title compound as an orange solid which was used without further purification.

1. temperatureThe resulting heterogeneous mixture was refluxed for 2 h
2. filtrationThe solution was filtered through a pad of Celite
3. distillationthe MeOH distilled off in vacuo
4. washThe remaining acidic aqueous solution was washed with Et2O (3×)
5. extractionThe basic aqueous solution was extracted with Et2O (4×)
6. dry with materialThe organic extracts were dried (Na2SO4)
7. filtrationfiltered
8. concentrationconcentrated in vacuo