反应 #83750

反应方程式

methyl iodide

(±)-indoline-2-carboxylic acid

dimethylformamide

potassium carbonate

→

title compound

Methyl 1-methylindolin-2carboxylate

溶剂

water

反应条件

后处理

1. 1
   萃取after which it was extracted with ethyl acetate
2. 2
   洗涤The extract was washed with an aqueous solution of sodium chloride
3. 3
   干燥dried over anhydrous sodium sulfate
4. 4
   其他The solvent was then removed by distillation under reduced pressure
5. 5
   其他the resulting residue was purified by column chromatography through silica gel
6. 6
   workup.ADDITIONby volume mixture of hexane and ethyl acetate as the eluent

实验过程

11.7 ml of methyl iodide were added dropwise to a mixture of 10.3 g of (±)-indoline-2-carboxylic acid, 200 ml of dimethylformamide and 25.4 g of anhydrous potassium carbonate, and the resulting mixture was stirred at room temperature for 3 hours. At the end of this time, the reaction mixture was poured into water, after which it was extracted with ethyl acetate. The extract was washed with an aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was then removed by distillation under reduced pressure, and the resulting residue was purified by column chromatography through silica gel, using a 7:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 9.12 g of the title compound having Rf=0.77 (on silica gel thin layer chromatography using a 2:1 by volume mixture of hexane and ethyl acetate as the developing solvent).

来源