Reacción #10414

Ecuación de reacción

4-fluoroanthranilic acid

tert-butyl hypochlorite

→

5-chloro-4-fluoroanthranilic acid

Rendimiento 111.2%

Disolventes

methylene chloride

acetic acid

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothe reaction mixture is washed with water and brine
2. 2
   SecadoThe organic layer is dried over MgSO4
3. 3
   Filtraciónfiltered
4. 4
   Concentraciónthe filtrate concentrated

Procedimiento

To a solution of 4-fluoroanthranilic acid (0.882 g, 5.69 mmol) in methylene chloride (50 ML) and acetic acid (10 mL) is added tert-butyl hypochlorite (0.71 mL, 6.25 mmol) solution in dichloromethane (1 mL) dropwise over 1 minute. After 90 minutes, the reaction mixture is washed with water and brine. The organic layer is dried over MgSO4, filtered, and the filtrate concentrated to afford 5-chloro-4-fluoroanthranilic acid (1.20 g). MS CI: m/e 188 (M+).

Fuente