反応 #52308

ord-11737b78fb724acd8db7cec523a3fce8

反応方程式

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

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    洗浄washed several times with brine
  2. 2
    乾燥The extracts were dried over magnesium sulfate
  3. 3
    その他the solvent was removed under reduced pressure
  4. 4
    その他The crude material was chromatographed on silica (10% ethyl acetate/hexanes)

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US06855722B2uspto-grants-2005_02