反应详情

The 2-bromo-3-(1H-indol-3-yl)-maleinimide used as starting material is prepared as follows: A solution of 49.3 mmol ethyl magnesium bromide in 30 ml tetrahydrofuran is mixed with a solution of 5.8 g (49.5 mmol) indole in 50 ml toluene. The reaction mixture is stirred for 1 hour at ambient temperature, a solution of 2.5 g (9.8 mmol) dibromomaleinimide in 20 ml tetrahydrofuran/50 ml toluene is then slowly added dropwise thereto and heated under reflux for 30 hours. After cooling, the reaction mixture is decomposed with a saturated aqueous solution of ammonium chloride, the products are extracted with ethyl acetate and the organic phase is subsequently dried over anhydrous sodium sulphate. After evaporation, the red residue obtained is triturated with a little dichloromethane, filtered off with suction and dried in a vacuum at 0.1 Torr and 70° C. There are obtained 2.2 g (75% of theory) of orange-coloured product; m.p. 196° C.; RF=0.35 (hexane/ethyl acetate 1:1 v/v).

1. customis prepared
2. temperatureheated
3. temperatureunder reflux for 30 hours
4. temperatureAfter cooling
5. extractionthe products are extracted with ethyl acetate
6. dry with materialthe organic phase is subsequently dried over anhydrous sodium sulphate
7. customAfter evaporation
8. customthe red residue obtained
9. customis triturated with a little dichloromethane
10. filtrationfiltered off with suction
11. customdried in a vacuum at 0.1 Torr and 70° C
12. customThere are obtained 2.2 g (75% of theory) of orange-coloured product