Reacción #1955

ord-1ecb12c0a720485081b2a903dedaad68

Ecuación de reacción

O
water
Cc1cc(Cl)c(F)cn1
4-chloro-5-fluoro-2-picoline
Cc1cc(Cl)c(F)cn1
product
Cc1cc(Cl)c(F)cn1
4-Chloro-5-fluoro-2-picoline
CC(C)(C)OCl
t-butylhypochlorite
Cc1ncc(F)c(Cl)c1Cl
title compound
Cc1ncc(F)c(Cl)c1Cl
3,4-Dichloro-5-fluoro-2-picoline

Disolventes

Condiciones de reacción

Temperatura
0°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónthe resultant aqueous mixture is extracted with methylene chloride
  2. 2
    SecadoThe organic solution is dried over anhydrous magnesium sulfate
  3. 3
    Filtraciónfiltered
  4. 4
    Concentraciónconcentrated under reduced pressure
  5. 5
    workup.DISTILLATIONdistilled

Procedimiento

To 0.87 g (6 mmol) of 4-chloro-5-fluoro-2-picoline, the product of Example 66, in 20 mL of chloroform cooled to -45° C., is added 0.75 mL of t-butylhypochlorite. The reaction mixture is stirred at -45° C. for 2 hours and at 0° C. for 2 hours. The reaction mixture is then poured into water and the resultant aqueous mixture is extracted with methylene chloride. The organic solution is dried over anhydrous magnesium sulfate, filtered, concentrated under reduced pressure and distilled to afford the title compound.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05726182uspto-grants-1998_03