Reaktion #49548

Reaktionsgleichung

4-methoxymethoxy-5-methoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone

TMEDA

iodine

→

4-methoxymethoxy-5-methoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenyl ethyl)isoindolinone

Ausbeute 77.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigefollowed by purification by flash column chromatography (hexane/ethyl acetate=95/5 to 80/20 to 70/30)

Vorschrift

In a similar manner to Step 3 of Example 16, 4-methoxymethoxy-5-methoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (2.00 g, 5.60 mmol) was dissolved in THF (60 mL), and the solution was treated with TMEDA (2.70 mL, 17.9 mmol), sec-butyl lithium-hexane solution (0.95 mol/L, 18.9 mL, 18.0 mmol) and iodine (2.13 g, 8.39 mmol), followed by purification by flash column chromatography (hexane/ethyl acetate=95/5 to 80/20 to 70/30) to obtain 4-methoxymethoxy-5-methoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenyl ethyl)isoindolinone (2.08 g, yield 77%).

Quelle