5-FLUORO-3,3-DIMETHYLISOINDOLIN-1-ONE synthesis

Yield:1440519-91-4 45%

Reaction Conditions:

with ammonium cerium (IV) nitrate in water;acetonitrile at 0; for 2 h;Inert atmosphere;

Steps:

E [E] 5-Fluoro-3,3-dimethyl-2,3-dihydro-isoindol- 1 -one

To a stirred solution of 5-fluoro-2-(4-methoxy-benzyl)-3,3-dimethyl-2,3-dihydro-isoindol-1- one (3.8 g, 12.7 mmol) in MeCN (80 ml) and H₂0 (40 mL) was added CAN (20.9 g, 38.1 mmol) at 0 °C. After stirring for 2 hours at 0 °C, the reaction mixture was diluted with EtOAc and washed with brine. The organic layers were dried over anhy. Na₂S0₄, filtered and concentrated in vacuo to provide a crude product, which was purified by column chromatography to give tile product (1.03 g, yield 45%) as a solid.

References:

WO2013/79452,2013,A1 Location in patent:Page/Page column 161