反应详情

A mixture of benzyl 3-(1-(6-(2-methoxyethoxy)-1H-indol-3-yl)-2-nitroethyl)-2-methylphenylcarbamate (1.75 g, 3.48 mmol), ammonium chloride (2.79 g, 52.1 mmol), and zinc dust (3.41 g, 52.1 mmol) in tetrahydrofuran (35 mL) and methanol (35 mL) was stirred at room temperature for 4.5 hr. The mixture was diluted with ethyl acetate (40 mL) and filtered through CELITE®. The filtrate was concentrated under vacuum, and the residue was diluted with water (40 mL), basified with saturated NaHCO3 solution, and extracted with ethyl acetate (4×40 mL). The combined extract was washed with brine (40 mL) and dried over anhydrous MgSO4. Removal of solvent under vacuum provided the desired product (1.65 g, 3.48 mmol, 100% yield) as beige solid.

1. filtrationfiltered through CELITE®
2. concentrationThe filtrate was concentrated under vacuum
3. additionthe residue was diluted with water (40 mL)
4. extractionextracted with ethyl acetate (4×40 mL)
5. extractionThe combined extract
6. washwas washed with brine (40 mL)
7. dry with materialdried over anhydrous MgSO4
8. customRemoval of solvent under vacuum