反应详情

温度

0 °C

To a clean 3-necked round bottom flask equipped with two addition funnels were added DCM (60 mL), S-methylisothiourea (1 g, 7.18 mmol), and 6.25N NaOH solution (aq, 570 uL). After cooling the resulting mixture to 0° C., a solution of 4-nitrobenzyl chloroformate (3.17 g, 14.73 mmol) in DCM (20 mL) and a solution of sodium hydroxide (aq, 1N, 15 mL) were simultaneously added dropwise using the two addition funnels while maintaining pH 11. The mixture was aged for 16 h with gradual warming to rt. The layers were separated and the organic phase was washed with brine (20 mL) and dried over sodium sulfate. Solvent was removed under vacuum and the resulting white solid recrystallized from ethyl acetate and hexanes to give 132 (2.7 g, 84%) as a white powder.

1. customTo a clean 3-necked round bottom flask equipped with two addition funnels
2. additionthe two addition funnels
3. temperaturewhile maintaining pH 11
4. temperaturewith gradual warming to rt
5. customThe layers were separated
6. washthe organic phase was washed with brine (20 mL)
7. dry with materialdried over sodium sulfate
8. customSolvent was removed under vacuum
9. customthe resulting white solid recrystallized from ethyl acetate and hexanes