反应详情

To a 3-L 4-neck round-bottomed flask equipped with a mechanical stirrer, thermometer, 250-mL addition funnel and charged with concentrated H2SO4 (577 mL), was added 4-bromoisophthalic acid (75.0 g, 306 mmol). The white suspension was cooled to ice-bath temperature and a nitrating reagent (pre-prepared by the careful addition of H2SO4 (169 mL) to HNO3 (107 mL)) was slowly added while maintaining an internal reaction temperature of less than 15° C. When addition was complete, the ice-bath was removed and the suspension stirred overnight at room temperature. After approximately 14 hours, the flask was placed in an ice-bath and crushed ice was added to quench the excess nitrating reagent while maintaining an internal temperature less than 40° C. The cream-colored suspension was filtered, and the solids were collected by filtration and washed with a small volume of ice-cold water. The solids were dissolved in methanol and the volatile components were evaporated. The resulting solids were dried at 60° C. in a vacuum oven overnight to afford Intermediate 39(a) (79.6 g) in 87% yield.

1. customTo a 3-L 4-neck round-bottomed flask equipped with a mechanical stirrer
2. additionthermometer, 250-mL addition funnel
3. temperatureThe white suspension was cooled to ice-bath temperature
4. additionwas slowly added
5. temperaturewhile maintaining an internal reaction temperature of less than 15° C
6. additionWhen addition
7. customthe ice-bath was removed
8. waitAfter approximately 14 hours
9. customthe flask was placed in an ice-bath
10. customcrushed ice
11. additionwas added
12. customto quench the excess nitrating reagent
13. temperaturewhile maintaining an internal temperature less than 40° C
14. filtrationThe cream-colored suspension was filtered
15. filtrationthe solids were collected by filtration
16. washwashed with a small volume of ice-cold water
17. dissolutionThe solids were dissolved in methanol
18. customthe volatile components were evaporated
19. customThe resulting solids were dried at 60° C. in a vacuum oven overnight