Reaktion #49524

Reaktionsgleichung

trifluoroacetic acid

triethylsilane

4-chloro-5-methoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone

water

→

4-chloro-5-methoxy-7-iodoisoindolinone

Ausbeute 64.2%

Lösungsmittel

nitromethane

hexane

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe precipitated solid was collected by filtration
2. 2
   Waschenwashed with hexane and water
3. 3
   Sonstigeby drying under reduced pressure

Vorschrift

In a similar manner to Step 4 of Example 16, 4-chloro-5-methoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (300 mg, 0.655 mmol) was dissolved in nitromethane (5 mL), and the solution was treated with trifluoroacetic acid (0.505 mL, 6.55 mmol) and triethylsilane (0.212 mL, 1.31 mmol), followed by stirring at room temperature for 24 hours. The reaction mixture was added with water, ethyl acetate and hexane. The precipitated solid was collected by filtration and washed with hexane and water, followed by drying under reduced pressure to obtain 4-chloro-5-methoxy-7-iodoisoindolinone (136 mg, yield 64%).

Quelle