Reacción #1012602

Ecuación de reacción

HCl

i-Propylmagnesium chloride

4-chloro-1-ethyl-2-iodobenzene

trimethylborate

→

title compound

Rendimiento 72.0%

(5-Chloro-2-ethylphenyl)boronic acid

Rendimiento 72.0%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe reaction mixture was stirred at the same temperature for 1.5 h
2. 2
   Extracciónthe reaction mixture extracted with AcOEt (3×50 mL)
3. 3
   SecadoThe combined organic layers were dried over sodium sulfate
4. 4
   Otroafter removal of the solvent
5. 5
   Otroa solid was obtained
6. 6
   Otrowhich was triturated with hexane

Procedimiento

i-Propylmagnesium chloride (2 M in THF, 8.98 mL, 17.95 mmol) was added dropwise to a cooled (−30° C.) solution of 4-chloro-1-ethyl-2-iodobenzene (4.35 g, 16.3 mmol) in dry THF (40 mL) and the reaction mixture was stirred at the same temperature for 30 min, under argon. After this time, trimethylborate (3.63 mL, 32.6 mmol) was added dropwise and the reaction mixture was stirred at the same temperature for 1.5 h. HCl (1 M, 16 mL) was added and the reaction mixture extracted with AcOEt (3×50 mL). The combined organic layers were dried over sodium sulfate and, after removal of the solvent, a solid was obtained, which was triturated with hexane to obtain the title compound as a white solid (2.15 g, 72%).

Fuente