반응 #52308

ord-11737b78fb724acd8db7cec523a3fce8

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06855722B2uspto-grants-2005_02