Réaction #49510

Équation de réaction

3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone

TMEDA

1,2-dibromotetrachloroethane

→

3-hydroxy-7-bromo-2-(1-methyl-1-phenylethyl)isoindolinone

Rendement 85.0%

Solvants

THF

Conditions de réaction

Traitement

1. 1
   Autrefollowed by purification by flash column chromatography (chloroform/methanol=95/5 to 90/10)

Mode opératoire

In a similar manner to Step 3 of Example 16, 3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (2.00 g, 7.48 mmol) was dissolved in THF (80 mL), and the solution was treated with TMEDA (2.50 mL, 16.5 mmol), sec-butyl lithium-hexane solution (0.99 mol/L, 16.6 mL, 16.5 mmol) and 1,2-dibromotetrachloroethane (2.92 g, 8.98 mmol), followed by purification by flash column chromatography (chloroform/methanol=95/5 to 90/10) to obtain 3-hydroxy-7-bromo-2-(1-methyl-1-phenylethyl)isoindolinone (2.20 g, yield 85%).

Source