Reacción #497096

Ecuación de reacción

n-BuLi

4-chloro-2-fluoro-1-iodo-benzene

ethyl trifluoroacetate

→

compound 19b

1-(4-Chloro-2-fluoro-phenyl)-2,2,2-trifluoro-ethanone

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroat −78° C.
2. 2
   Temperaturato warm to room temperature overnight
3. 3
   Otrowas quenched with saturated aqueous NH4Cl solution
4. 4
   ExtracciónThe mixture was extracted with EtOAc
5. 5
   ConcentraciónThe organic extracts were concentrated
6. 6
   Otropurified by flash column chromatography (silica gel, 15% EtOAc/hexanes)

Procedimiento

To a solution of n-BuLi (1.6 M in hexanes, 4.68 mmol, 2.93 mL) in dry THF was slowly added 4-chloro-2-fluoro-1-iodo-benzene 19a (3.9 mmol, 1.0 g) at −78° C. under N2. The mixture was stirred for 1 h at −78° C. and ethyl trifluoroacetate 18b (0.51 mL, 4.29 mmol) was added. The reaction was allowed to warm to room temperature overnight and was quenched with saturated aqueous NH4Cl solution. The mixture was extracted with EtOAc. The organic extracts were concentrated and purified by flash column chromatography (silica gel, 15% EtOAc/hexanes) to give compound 19b.

Fuente