Reacción #92102

Ecuación de reacción

Intermediate 12B

Diethyl 2-((2-bromo-4-chloro-3-fluorophenyl) (hydroxy)methylene)malonate

→

Intermediate 12C

Rendimiento 84.6%

1-(2-Bromo-4-chloro-3-fluorophenyl)ethanone

Rendimiento 84.6%

Disolventes

AcOH

H2O

H2SO4

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroMost of the solvent was removed
2. 2
   workup.ADDITIONthe residue was diluted with EtOAc (400 mL)
3. 3
   Lavadowashed with H2O (5×20 mL), saturated NaHCO3, 1N NaOH, and brine
4. 4
   OtroThe solvent was removed

Procedimiento

A solution of Intermediate 12B (18.6 g, 47 mmol) in AcOH (200 mL), H2O (150 mL) and H2SO4 (2.0 mL) was stirred at 110° C. for 4 h. Most of the solvent was removed and the residue was diluted with EtOAc (400 mL), washed with H2O (5×20 mL), saturated NaHCO3, 1N NaOH, and brine. The solvent was removed to give Intermediate 12C (10 g, 84% yield) as a low melting solid. 1H NMR (400 MHz, DMSO-d6) δ 7.42 (q, J=6.8, 6.4 Hz, 1H), 7.24 (q, J=6.4, 5.2 Hz, 1H), 2.5 (s, 3H) ppm.

Fuente