反应详情

Sodium borohydride (0.23 g) was added to a stirred solution of ethyl 3-formylindole-2-carboxylate (0.2 g) and 10% palladium on carbon (0.11 g) in isopropanol (45 ml). The solution was heated at reflux for 4 hours, cooled and filtered through Celite. The solution was partitioned between ethyl acetate and water. Combined organic extracts were dried (MgSO4) and concentrated in vacuo and the residue purified by column chromatography using isohexane-10% ethyl acetate as eluent to give the desired end product as a white solid (0.05 g, 25%); NMR δ(CD3SOCD3) 1.3 (d, 6H), 2.5 (s, 3H), 5.2 (m, 1H), 7.0 (m, 1H), 7.2 (m, 1H), 7.4 (m, 1H), 7.6 (d, 1H), 11.3 (bs, 1H).

1. temperatureThe solution was heated
2. temperatureat reflux for 4 hours
3. temperaturecooled
4. filtrationfiltered through Celite
5. customThe solution was partitioned between ethyl acetate and water
6. dry with materialCombined organic extracts were dried (MgSO4)
7. concentrationconcentrated in vacuo
8. customthe residue purified by column chromatography