反应详情

The ylide 3-oxo-4-(triphenylphosphoranylidene)butanoate (5.0 g, 12.8 mmol) is solved under argon atmosphere in 100 ml acetonitrile. Under vigorous stirring 3-(4-Fluoro-phenyl)-1-isopropyl-1H-indole-2-carbaldehyde (4.2 g, 10.7 mmol) is added in 5 portions and then heated to reflux. After 50 h the reaction is cooled to room temperature. The slight brown solvent is evaporated and the residue is dried under vacuum to obtain a brown waxy oil. Chromatography over silica gel with hexane:ethylacetate (4:1/v:v) give a yellow oil of (E)-5-[3-(4-Fluoro-phenyl)-1-isopropyl-1H-indol-2-yl]-3-oxo-pent-4-enoic acid ethyl ester. MS: 393.46

1. additionis added in 5 portions
2. temperatureheated to reflux
3. customThe slight brown solvent is evaporated
4. customthe residue is dried under vacuum
5. customto obtain a brown waxy oil