反应 #49364

反应方程式

water

trifluoroacetic acid

triethylsilane

4-methoxymethoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone

→

4-methoxymethoxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone

收率 84.2%

溶剂

nitromethane

反应条件

后处理

1. 1
   萃取extracted with ethyl acetate
2. 2
   洗涤The organic layer was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine
3. 3
   干燥dried over anhydrous sodium sulfate
4. 4
   其他The solvent was evaporated under reduced pressure
5. 5
   其他The residue was purified by flash column chromatography (chloroform/methanol=100/0, 99/1, hexane/ethyl acetate=80/20, 60/40)

实验过程

In a similar manner to Step 4 of Example 16, 4-methoxymethoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (1.15 g, 2.54 mmol) was dissolved in nitromethane (58 mL), and the solution was added with trifluoroacetic acid (1.20 mL, 7.62 mmol) and triethylsilane (0.587 mL, 7.62 mmol), followed by stirring at room temperature for 30 minutes. The reaction mixture was added with water and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography (chloroform/methanol=100/0, 99/1, hexane/ethyl acetate=80/20, 60/40) to obtain 4-methoxymethoxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (935 mg, yield 84%).

来源