反应详情

温度

73 °C

To 76A (2.02 g, 9.0 mmol), (S)-tert-butylsulfinamide (1.21 g, 10 mmol) in CH2Cl2 (40 mL) was added Ti(OEt)4 (10 mL, 45 mmol). The mixture was heated at 73° C. for 6.0 h. CH2Cl2 was removed under vacuo and the residue was suspended in EtOAc. To this suspension was added brine. The mixture was stirred at rt for 15 min before it was filtered through a pad of wet Celite®. The filtrate was extracted with EtOAc (3×50 mL). The organic layer was washed with brine and dried over Na2SO4. After removal of solvent, 85A (3.0 g, 100% yield) was obtained as a solid. 1H NMR (400 MHz, CDCl3) δ ppm 0.72-0.81 (m, 2H) 1.21 (m, 2H) 1.28 (s, 9H) 2.14-2.21 (m, 1H) 7.89 (d, J=8.79 Hz, 1H) 8.24 (dd, J=8.79, 2.64 Hz, 1H) 8.60 (d, J=2.64 Hz, 1H) 8.77 (s, 1H).

1. customCH2Cl2 was removed under vacuo
2. additionTo this suspension was added brine
3. filtrationwas filtered through a pad of wet Celite®
4. extractionThe filtrate was extracted with EtOAc (3×50 mL)
5. washThe organic layer was washed with brine
6. dry with materialdried over Na2SO4
7. customAfter removal of solvent