反应详情

A mixture of [5-(2-benzyloxy-ethoxy)-2-nitro-phenyl]-acetic acid (0.58 g, 1751 mmol), 5% palladium on carbon (0.05 g) and triethylamine (0.37 ml, 2.66 mmol) in methanol (35 ml) was stirred under a hydrogen atmosphere (1 atm) for 3 h. After removal of the catalyst by filtration, the filtrate was evaporated to give a yellow oil. The oil was dissolved in 10 ml of acetic acid and the solution was stirred at 80° C. under argon for 3 h. The acetic acid was removed on a rotavap. The residue was dissolved in a small amount of methylene chloride and chromatographed on silica gel eluted with 30% ethyl acetate in methylene chloride to give 5-(2-benzyloxy-ethoxy)-1,3-dihydro-indol-2-one (0.39 g, 79%) as a white solid. Analysis calculated for C17H17NO3 : C, 72.07; H, 6.05; N, 4.85. Found: C, 72.09; H, 6.01; N, 4.85.

1. customAfter removal of the catalyst
2. filtrationby filtration
3. customthe filtrate was evaporated
4. customto give a yellow oil
5. stirringthe solution was stirred at 80° C. under argon for 3 h
6. customThe acetic acid was removed on a rotavap
7. dissolutionThe residue was dissolved in a small amount of methylene chloride
8. customchromatographed on silica gel
9. washeluted with 30% ethyl acetate in methylene chloride