反应详情

To a solution containing 2-cyclohexyl-1-(methylsulfonyl)-5-nitro-1H-indole (5.8 g; 18 mmol) in THF (50 ml), tetrabutylammonium fluoride (1M solution in THF; 18 ml; 18 mmol) was added dropwise. The reaction mixture was refluxed for 18 hours, then cooled to room temperature. Water (50 ml) and EtOAc (50 ml) were added, the biphasic solution was transferred into a separating funnel, the organic layer separated and dried over Na2SO4, and the solvent was removed by evaporation under reduced pressure. The residue was purified by flash chromatography on silica gel (n-hexane/EtOAc, n-hexane 100→80%) to give 2-cyclohexyl-5-nitro-1H-indole (3.2 g), which was used without any further purification.

1. additionwas added dropwise
2. temperatureThe reaction mixture was refluxed for 18 hours
3. customthe biphasic solution was transferred into a separating funnel
4. customthe organic layer separated
5. dry with materialdried over Na2SO4
6. customthe solvent was removed by evaporation under reduced pressure
7. customThe residue was purified by flash chromatography on silica gel (n-hexane/EtOAc, n-hexane 100→80%)