Reacción #715956

Ecuación de reacción

2-(4-methanesulfonyl-benzenesulfonyl)-2-methyl-propionic acid ethyl ester

lithium hydroxide monohydrate

→

2-(4-methanesulfonyl-benzenesulfonyl)-2-methyl-propionic acid

Rendimiento 73.0%

Disolventes

water

THF water

1,4-dioxane water

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashed with DCM (2×15 mL)
2. 2
   TemperaturaThe basic aqueous layer was cooled in an ice bath
3. 3
   ExtracciónThe acidic aqueous layer was extracted with isopropanol/chloroform (1/1, 3×20 mL)
4. 4
   LavadoThe combined organic extracts were washed with brine
5. 5
   Secadodried over Na2SO4
6. 6
   Filtraciónfiltered

Procedimiento

To a solution of 0.67 g (2.07 mmol) of 2-(4-methanesulfonyl-benzenesulfonyl)-2-methyl-propionic acid ethyl ester in THF/water (4/1, 10 mL) were added 100 mg (4.14 mmol) of lithium hydroxide monohydrate. The reaction was stirred at room temperature for 18 h. The reaction was further diluted with water (20 mL) and then washed with DCM (2×15 mL). The basic aqueous layer was cooled in an ice bath and acidified with 1M aqueous HCl solution to pH 2. The acidic aqueous layer was extracted with isopropanol/chloroform (1/1, 3×20 mL). The combined organic extracts were washed with brine, dried over Na2SO4 and filtered. Concentration of the filtrate under reduced pressure afforded 461 mg of 2-(4-methanesulfonyl-benzenesulfonyl)-2-methyl-propionic acid. (73% yield) 1H NMR (400 MHz, DMSO-d6) ppm 1.51 (6H, s), 3.35 (3H, s), 8.08 (2H, d, J=22 Hz), 8.20 (2H, d, J=21 Hz), 13.64 (1H, s)

Fuente