Reacción #49536

Ecuación de reacción

3-chloro-4-methoxymethoxy-N-(1-methyl-1-phenylethyl)benzamide

TMEDA

DMF

→

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

Rendimiento 98.1%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrofollowed by purification by flash column chromatography (chloroform/methanol=100/0 to 97/3)

Procedimiento

In a similar manner to Step 2 of Example 16, 3-chloro-4-methoxymethoxy-N-(1-methyl-1-phenylethyl)benzamide (2.83 g, 8.48 mmol) was dissolved in THF (110 mL), and the solution was treated with TMEDA (4.10 mL, 27.2 mmol), sec-butyl lithium-hexane solution (1.01 mol/L, 27.0 mL, 27.2 mmol) and DMF (1.40 mL, 18.1 mmol), followed by purification by flash column chromatography (chloroform/methanol=100/0 to 97/3) to obtain 4-chloro-5-methoxymethoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (3.01 g, yield 98%).

Fuente