Reaction #49355

Reaction equation

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

trifluoroacetic acid

triethylsilane

→

4-methoxy-7-iodoisoindolinone

Yield 78.0%

Solvents

nitromethane

Conditions

Workup

1. 1
   FiltrationThe obtained solid was collected by filtration
2. 2
   Washwashed with ethyl acetate
3. 3
   OtherThe obtained solid was dried under reduced pressure

Procedure

In a similar manner to Step 4 of Example 16, 4-methoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (2.50 g, 5.91 mmol) was dissolved in nitromethane (100 mL), and the solution was treated with trifluoroacetic acid (4.50 mL, 59.1 mmol) and triethylsilane (1.90 mL, 11.8 mmol). The obtained solid was collected by filtration and washed with ethyl acetate. The obtained solid was dried under reduced pressure to obtain 4-methoxy-7-iodoisoindolinone (1.32 g, yield 78%).

Source