Reaktion #52308

ord-11737b78fb724acd8db7cec523a3fce8

Reaktionsgleichung

C[S-].[Na+]
Sodium thiomethoxide
Brc1cncc(Br)c1
3,5-dibromopyridine
CSc1cncc(Br)c1
title compound
Ausbeute 89.0%
CSc1cncc(Br)c1
3-Bromo-5-methylsulfanyl-pyridine
Ausbeute 89.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Waschenwashed several times with brine
  2. 2
    TrocknenThe extracts were dried over magnesium sulfate
  3. 3
    Sonstigethe solvent was removed under reduced pressure
  4. 4
    SonstigeThe crude material was chromatographed on silica (10% ethyl acetate/hexanes)

Vorschrift

Sodium thiomethoxide (1.6 g, 23 mmol) was added to a solution of 3,5-dibromopyridine (5 g, 21 mmol) in DMF (25 mL). After stirring overnight at room temperature, the reaction mixture was diluted with ethyl acetate and washed several times with brine. The extracts were dried over magnesium sulfate and the solvent was removed under reduced pressure. The crude material was chromatographed on silica (10% ethyl acetate/hexanes) to give the title compound (3.8 g, 89% yield) as a clear oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06855722B2uspto-grants-2005_02