反应详情

In a vessel fitted with a calcium chloride tube, 12.61 g (100.0 mmol) of hydroxyhydroquinone (2) was suspended in 110 ml of nitrobenzene and stirred at room temperature. Into this, 40.0 g (300 mmol, 3.00 equivalents) of granular aluminum chloride was added piecemeal. They were further stirred for one hour and then 12.06 g (100.0 mmol, 1.00 equivalent) of isovaleryl chloride was slowly added dropwise. As the reaction mixture became a reddish purple amorphous solid 10 hours after the addition, it was mechanically crushed into fine fragments. The fine fragments were poured into 500 ml of a cold 2 M hydrochloric acid solution, stirred for 30 minutes, and extracted from ether. The ether layer was washed with water, distilled to remove the solvent, combined with a large volume of water, and distilled water under reduced pressure to remove nitrobenzene by steam distillation method. The residue of the distillation was dissolved in ether, washed with saturated brine, dried over sodium sulfate, distilled under a reduced pressure to remove ether and obtain a crude reaction product. By recrystallizing the crude product from hexane-petroleum ether (2:1), 18.3 g (yield 86.6%) of the product (7) was obtained in the form of reddish purple crystals of thin needles.

1. customIn a vessel fitted with a calcium chloride tube
2. stirringThey were further stirred for one hour
3. customsolid 10 hours
4. additionafter the addition, it
5. customwas mechanically crushed into fine fragments
6. stirringstirred for 30 minutes
7. extractionextracted from ether
8. washThe ether layer was washed with water
9. distillationdistilled
10. customto remove the solvent
11. distillationdistilled water under reduced pressure
12. customto remove nitrobenzene
13. distillationby steam distillation method
14. distillationThe residue of the distillation
15. dissolutionwas dissolved in ether
16. washwashed with saturated brine
17. dry with materialdried over sodium sulfate
18. distillationdistilled under a reduced pressure
19. customto remove ether
20. customobtain a crude
21. customreaction product
22. customBy recrystallizing the crude product from hexane-petroleum ether (2:1)