反应详情

温度

30 °C

Catechol (22.0 g, 0.2 moles) and diiron trioxide (ferric oxide) (31.9 g, 0.2 moles) were added into water (44 mL), and 98% sulfuric acid (176 g, 1.76 moles) was added dropwise to the solution while temperature of the solution is maintained at 30° C. or lower, to adjust the concentration in percent by weight of sulfuric acid in the reaction system at 80%. The solution was reacted at 30° C. for 6 hours with stirring. After completion of the reaction, water (200 mL) was added dropwise to the reaction solution while temperature of the solution was maintained at 30° C. or lower, and the reaction solution was stirred at the same temperature for another 30 minutes. The resultant precipitate was collected by filtration, and the obtained crude crystal was washed with water. The crude crystal was further dispersed in water (400 mL), and the dispersion liquid was stirred for 30 minutes, and then filtered to collect crystal. After the collected crystal was dispersed in acetone (400 mL), the dispersion liquid was stirred for 30 minutes. After that, the dispersion liquid was filtered to filter off insoluble matter, and activated charcoal (10.81 g) was added to the filtrate, which was then stirred for 30 minutes. After stirring, the filtrate was concentrated under reduced pressure to distill off acetone, and evaporated to dryness. After the residue after evaporation to dryness was dissolved by adding the acetone (40 mL) and the water (20 mL) thereto at room temperature, water (380 mL) was slowly added dropwise at the same temperature. By cooling down the solution after the addition to 10° C., crystal precipitated. The crystal thus precipitated was collected by filtration, and then dried, to give type C crystal of 2,3,6,7,10,11-hexahydroxytriphenylene monohydrate (8.43 g, theoretical yield from catechol: 36.9%) in reddish purple powder form. Also, water content of the obtained the type C crystal was measured by Karl-Fischer method in the same way as in Example 4, and the type C crystal was confirmed to be monohydrate of 2,3,6,7,10,11-hexahydroxytriphenylene.

1. additionwas added dropwise to the solution while temperature of the solution
2. concentrationthe concentration in percent by weight of sulfuric acid in the reaction system at 80%
3. customThe solution was reacted at 30° C. for 6 hours
4. additionwas added dropwise to the reaction solution while temperature of the solution
5. temperaturewas maintained at 30° C.
6. stirringlower, and the reaction solution was stirred at the same temperature for another 30 minutes
7. filtrationThe resultant precipitate was collected by filtration
8. customthe obtained crude crystal
9. washwas washed with water
10. additionThe crude crystal was further dispersed in water (400 mL)
11. stirringthe dispersion liquid was stirred for 30 minutes
12. filtrationfiltered
13. customto collect crystal
14. additionAfter the collected crystal was dispersed in acetone (400 mL)
15. stirringthe dispersion liquid was stirred for 30 minutes
16. filtrationAfter that, the dispersion liquid was filtered
17. filtrationto filter off insoluble matter, and activated charcoal (10.81 g)
18. additionwas added to the filtrate, which
19. stirringwas then stirred for 30 minutes
20. stirringAfter stirring
21. concentrationthe filtrate was concentrated under reduced pressure
22. distillationto distill off acetone
23. customevaporated to dryness
24. customAfter the residue after evaporation to dryness
25. dissolutionwas dissolved
26. additionby adding the acetone (40 mL)
27. additionthe water (20 mL) thereto at room temperature, water (380 mL) was slowly added dropwise at the same temperature
28. temperatureBy cooling down the solution
29. additionafter the addition to 10° C.
30. customcrystal precipitated
31. customThe crystal thus precipitated
32. filtrationwas collected by filtration
33. customdried