Reaktion #1955

ord-1ecb12c0a720485081b2a903dedaad68

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionthe resultant aqueous mixture is extracted with methylene chloride
  2. 2
    TrocknenThe organic solution is dried over anhydrous magnesium sulfate
  3. 3
    Filtrationfiltered
  4. 4
    Einengenconcentrated under reduced pressure
  5. 5
    workup.DISTILLATIONdistilled

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05726182uspto-grants-1998_03