反应详情

温度

70 °C

To a mixture of N-[4-(4-trifluoromethylphenoxy)phenyl]methanesulfonamide (16.55 g, 50 mmol) from Step A, K2CO3 (17.3 g, 125 mmol), and benzyltriethylammonium chloride (1.135 g, 5 mmol) in dried 1,4-dioxane (75 mL) was added methyl(R)-glycidate (15.3 g, 150 mmol). The mixture was sealed and was heated to 70° C. for 24 h. The mixture was then poured into Et2O/H2O (200 mL/200 mL). The organic layer was washed with brine (200 mL), dried (Na2SO4), and filtered. After removal of solvent, the crude product was recrystallized from Et2O/hexane to give 17.8 g of the product (83%) as a pale brown solid. 1H NMR (300 MHz, CDCl3) δ 7.62 (d, J=9.0 Hz, 2H), 7.40 (d, J=9.0 Hz, 2H), 7.10 (d, J=9.0 Hz, 2H), 7.07 (d, J=9.0 Hz, 2H), 4.29 (d, J=6.0 Hz, 1H), 4.03-3.97 (m, 2H), 3.72 (s, 3H), 3.06 (s, 1H, OH), 3.05 (s, 3H); MS (EI) 456 (M++Na, 100), 434 (M++1). Anal. Calcd for C18H18F3NO6S: C, 49.88; H, 4.19; N, 3.23. Found: C, 50.00; H, 4.02; N, 3.22.

1. customThe mixture was sealed
2. washThe organic layer was washed with brine (200 mL)
3. dry with materialdried (Na2SO4)
4. filtrationfiltered
5. customAfter removal of solvent
6. customthe crude product was recrystallized from Et2O/hexane