反应详情

3-Indolebutyric acid (1.0 g, 5.0 mmole), 1-hydroxybenzotriazole hydrate (0.8 g, 6.0 mmole) and 1,3-diisopropylcarbodiimide (1.9 ml, 12.0 mmole) were combined in 100 ml of DMF and stirred at room temperature for 2 hours under a nitrogen atmosphere. To this was added dropwise 7-hydroxy-2,3-dihydro-1,4-benzodioxin-2-methanamine hydrochloride (1.1 g, 5.0 mmole) in 50 ml of DMF and the mixture was further stirred for 24 hours. The solvent was removed and replaced with dichloromethane. The mixture was then washed with H2O. The separated organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuum. Chromatography on silica gel using first dichloromethane and then 2.5% methanol in dichloromethane as eluants gave 0.3 g (16%) of the desired product, (7-hydroxy-2,3-dihydro-benzo[1,4]dioxin-2-methyl)-4-(1H-indol-3-yl)-butanamide, as an oil.

1. stirringthe mixture was further stirred for 24 hours
2. customThe solvent was removed
3. washThe mixture was then washed with H2O
4. dry with materialThe separated organic layer was dried over anhydrous sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated in vacuum