反应详情

温度

20 °C

To 5-methoxy-1H-indole-2-carboxylic acid ethyl ester (5 g, 22.8 mmol) in MeOH (150 ml) was added magnesium turnings (2.2 g, 91.6 mmol, 4eq.) and the mixture vigorously mechanically stirred (10-30° C.) for 2 hr. 4N HCl was added (to pH1-2), then 25% NH4OH (to pH 7), and the mixture extracted with EtOAc (4×100 ml). The combined extracts were then washed with satd. NaCl solution (50 ml), dried (Na2SO4) filtered and evaporated. The crude green oil was chromatographed over SiO2 (Merck 230-400 mesh) eluting with EtOAc-nHexane (1:3) to afford the title compound (3.21g, 15.5 mmol, 68%) as a yellow solid Mp. 59-61° C., MS: m/e=207.1 (M+).

1. extraction25% NH4OH (to pH 7), and the mixture extracted with EtOAc (4×100 ml)
2. washThe combined extracts were then washed with satd
3. dry with materialNaCl solution (50 ml), dried (Na2SO4)
4. filtrationfiltered
5. customevaporated
6. customThe crude green oil was chromatographed over SiO2 (Merck 230-400 mesh)
7. washeluting with EtOAc-nHexane (1:3)