反应 #2171057

反应方程式

ammonium chloride

sodium hydride

diphenylmethyl ester

4-(5-Chloroindol-3-yl)-2-hydroxy-4-oxo-2-butenoic acid diphenylmethyl ester

dimethylcarbamoyl chloride

→

titled compound

收率 77.5%

4-[1-(N,N-dimethylcarbamoyl)-5-chloroindol-3-yl]-2-hydroxy-4-oxo-2-butenoic acid diphenylmethyl ester

收率 77.5%

溶剂

THF

反应条件

后处理

1. 1
   温度cooling
2. 2
   温度cooling
3. 3
   workup.STIRRINGstirred for 1 hour at room temperature
4. 4
   萃取extracted with ethyl acetate
5. 5
   洗涤The extract was washed with water
6. 6
   其他dried
7. 7
   其他The solvent was removed
8. 8
   其他the residue was crystallized from ether
9. 9
   过滤The crystal was collected by filtration
10. 10
    洗涤washed with ether

实验过程

To a solution of 0.432 g (1 mmol) of diphenylmethyl ester obtained in Example 91 in THF (5 ml) was added under ice-cooling, 88 mg (2.2 mmol) of sodium hydride (60% dispersion in mineral oil). The mixture was stirred for 30 minutes at room temperature. Subsequently, to the mixture was added 110 μl (1.2 mmol) of dimethylcarbamoyl chloride under ice-cooling and stirred for 1 hour at room temperature. The reaction mixture was poured into aqueous ammonium chloride and extracted with ethyl acetate. The extract was washed with water and dried. The solvent was removed and the residue was crystallized from ether. The crystal was collected by filtration and washed with ether to give 0.39 g of the titled compound. Yield: 77%.

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