反应详情

温度

0 °C

To a solution of 2-[2-(5-benzyloxy-1H-indol-3-yl)ethyl]isoindole-1,3-dione (800 mg in a mixture of dry 25 mL tetrahydrofuran and 25 mL dry chloroform) at 0° C. was added pyridinium hydrobromide perbromide (666 mg) and the mixture stirred at 0° C. After 23 minutes the reaction was quenched by the addition of saturated sodium bicarbonate and extracted with ethyl acetate. The organic portion was washed with saturated sodium bicarbonate (3×) and 0.3M sodium bisulfate (3×) then dried over magnesium sulfate. Purification of the concentrate by flash chromatography on silica gel (hexane:ethyl acetate, 7:2) followed by repurification by flash chromatography on silica gel (methylene chloride) gave the title compound (632 mg).

1. customAfter 23 minutes the reaction was quenched by the addition of saturated sodium bicarbonate
2. extractionextracted with ethyl acetate
3. washThe organic portion was washed with saturated sodium bicarbonate (3×) and 0.3M sodium bisulfate (3×)
4. dry with materialthen dried over magnesium sulfate
5. customPurification of the
6. concentrationconcentrate by flash chromatography on silica gel (hexane:ethyl acetate, 7:2)
7. customfollowed by repurification by flash chromatography on silica gel (methylene chloride)