Reaction #49359

Reaction equation

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

trifluoroacetic acid

triethylsilane

→

4-phenoxy-7-iodoisoindolinone

Yield 73.0%

Solvents

nitromethane

Conditions

Workup

1. 1
   Otherfollowed by purification by slurry

Procedure

In a similar manner to Step 4 of Example 16, 4-phenoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (700 mg, 1.44 mmol) was dissolved in nitromethane (28 mL), and the solution was treated with trifluoroacetic acid (1.10 mL, 14.4 mmol) and triethylsilane (0.460 mL, 2.88 mmol), followed by purification by slurry using diisopropylether to obtain 4-phenoxy-7-iodoisoindolinone (369 mg, yield 73%).

Source