反应详情

1-[3-Morpholin-4-yl-5-(pentafluorosulfanyl)phenyl]ethanone (1.1 g) was dissolved in methanol/THF (20/20 ml), and phenyltrimethylammonium tribromide (1.25 g) was added while stirring. After stirring at RT for 27 h, 20% citric acid (50 ml) was added and the mixture was stirred for 1 h. After adding DCM (100 ml), the DCM phase was removed, dried and concentrated. The residue was dissolved in acetonitrile (100 ml), and 2N sulfuric acid (20 ml) was added to the solution. After stirring at RT for 24 h, water was added and the mixture was extracted with EA. The EA phase was washed with saturated sodium hydrogencarbonate solution, dried and concentrated. The residue was purified using silica gel (80 g cartridge, n-heptane/EA gradient of 0-60% within 40 min). 866 mg of the title compound were obtained.

1. stirringAfter stirring at RT for 27 h
2. stirringthe mixture was stirred for 1 h
3. customthe DCM phase was removed
4. customdried
5. concentrationconcentrated
6. dissolutionThe residue was dissolved in acetonitrile (100 ml)
7. addition2N sulfuric acid (20 ml) was added to the solution
8. stirringAfter stirring at RT for 24 h
9. additionwater was added
10. extractionthe mixture was extracted with EA
11. washThe EA phase was washed with saturated sodium hydrogencarbonate solution
12. customdried
13. concentrationconcentrated
14. customThe residue was purified
15. customsilica gel (80 g cartridge, n-heptane/EA gradient of 0-60% within 40 min)