Reacción #49538

Ecuación de reacción

trifluoroacetic acid

triethylsilane

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

sodium hydrogencarbonate

→

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

Rendimiento 108.0%

Disolventes

nitromethane

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with ethyl acetate
2. 2
   LavadoThe organic layer was washed with saturated brine
3. 3
   Secadodried over anhydrous sodium sulfate
4. 4
   OtroThe solvent was evaporated under reduced pressure

Procedimiento

In a similar manner to Step 4 of Example 16, 4-chloro-5-methoxymethoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (100 mg, 0.21 mmol) was dissolved in nitromethane (4 mL), and the solution was treated with trifluoroacetic acid (0.097 mL, 1.26 mmol) and triethylsilane (0.200 mL, 1.25 mmol). The mixture was added with water and saturated aqueous sodium hydrogencarbonate solution and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to obtain 4-chloro-5-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (97.0 mg, yield 98%).

Fuente