反応 #49350

反応方程式

TMEDA

sec-butyllithium hexane

iodine

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

→

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

収率 40.0%

1-(1-methyl-1-phenylethyl)-3-fluoro-6-iodophtalimide

収率 14.0%

溶媒

THF

反応条件

後処理

1. 1
   その他followed by purification by flash column chromatography (chloroform/methanol=100/0, 85/15)

実験手順

In a similar manner to Step 3 of Example 16, 4-fluoro-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (2.06 g, 7.22 mmol) was dissolved in THF (80 mL), and the solution was treated with TMEDA (2.40 mL, 15.9 mmol), sec-butyllithium-hexane solution (0.99 mol/L, 16.0 mL, 15.9 mmol) and iodine (2.20 g, 8.66 mmol), followed by purification by flash column chromatography (chloroform/methanol=100/0, 85/15) to obtain 4-fluoro-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (1.19 g, yield 40%) and 1-(1-methyl-1-phenylethyl)-3-fluoro-6-iodophtalimide (425 mg, yield 14%).

出典