Reacción #488903

ord-cf3f170aeee44278a87fe18e9d49c742

Disolventes

Condiciones de reacción

Temperatura
-78°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

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 67h (3.9 mmol, 1.0 g) at −78° C. under N2. The mixture was stirred for 1 h at −78° C. and ethyl trifluoroacetate 67b (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 67i.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08741887B2uspto-grants-2014_06