反应 #45822

反应方程式

ammonia

1-Ethyl-3-[3-(dimethylamino)propyl]carbodiimide hydrochloride

4-bromo-2-tert-butyl-5-phenyl-1-benzofuran-7-carboxylic acid

hydroxybenzotriazole

→

compound

收率 99.1%

4-Bromo-2-tert-butyl-5-phenyl-1-benzofuran-7-carboxamide

收率 99.1%

溶剂

N,N-dimethylformamide

反应条件

后处理

1. 1
   其他The reaction liquid
2. 2
   温度was cooled at 0° C.
3. 3
   workup.STIRRINGby further stirring at room temperature for 1 hour
4. 4
   其他The reaction liquid
5. 5
   浓缩was concentrated under reduced pressure
6. 6
   workup.ADDITIONsaturated sodium bicarbonate water (200 ml) was added
7. 7
   萃取the product was extracted with ethyl acetate (200 ml×2)
8. 8
   洗涤The organic layer was washed with saturated brine (50 ml)
9. 9
   干燥dried over anhydrous magnesium sulfate
10. 10
    浓缩concentrated under reduced pressure
11. 11
    其他the residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=3:2)

实验过程

1-Ethyl-3-[3-(dimethylamino)propyl]carbodiimide hydrochloride (1.61 g, 8.42 mmol) was added to an N,N-dimethylformamide (80 ml) solution of 4-bromo-2-tert-butyl-5-phenyl-1-benzofuran-7-carboxylic acid (I-256) (2.62 g, 7.02 mmol) and hydroxybenzotriazole (1.14 g, 8.42 mmol), followed by stirring at room temperature for 1 hour. The reaction liquid was cooled at 0° C., then aqueous 28% ammonia (1.42 ml, 21.1 mmol) was put into it, followed by further stirring at room temperature for 1 hour. The reaction liquid was concentrated under reduced pressure, then saturated sodium bicarbonate water (200 ml) was added, the product was extracted with ethyl acetate (200 ml×2). The organic layer was washed with saturated brine (50 ml), then dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=3:2) to obtain the entitled compound (2.59 g, 99%) as a yellow white solid.

来源