反应详情

A solution of 7 (1.01 g, 1.91 mmol, 1.0 equiv) in HOAc (25 mL) under Ar at 25° C. was treated with activated Zn dust (1.25 g, 19.1 mmol, 10 equiv), stirred for 4 h, and then treated with additional Zn dust (1.25 g, 10 equiv). After 14.5 h, the slurry was diluted with 10% MeOH/CHCl3 (25 mL) and stirred 3 h at 25° C. The mixture was filtered through Celite, rinsed with 10% MeOH/CHCl3, and the filtrate was washed with saturated aqueous NaHCO3, dried (Na2SO4), and concentrated in vacuo. Chromatography (SiO2, 4.5×15 cm, 25% EtOAc/CH2Cl2) afforded 8 (0.61 g, 62% yield) as an orange oil. An analytically pure sample could be prepared by recrystallization from EtOAc-hexanes: mp 162-163° C.; MALDIHRMS (DHB) m/z 515.1800 (M+, C26H29NO10 requires 515.1791).

1. waitAfter 14.5 h
2. stirringstirred 3 h at 25° C
3. filtrationThe mixture was filtered through Celite
4. washrinsed with 10% MeOH/CHCl3
5. washthe filtrate was washed with saturated aqueous NaHCO3
6. dry with materialdried (Na2SO4)
7. concentrationconcentrated in vacuo