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2,5-Dibromopyridine → 5,5'-DIBROMO-2,2'-BIPYRIDINE

HRID 388185
ノート
印刷プレビュー

反応式

HRID 388185 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1(C)C(C)=CC=CC=1>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([C:2]2[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=2)=[N:3][CH:4]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 693532,5-Dibromopyridine

生成物 1

HCID 109031035,5'-DIBROMO-2,2'-BIPYRIDINE収率 42.8%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 7237O-Xylene溶媒

反応条件

温度
60 °C

実験手順

A reaction vessel was charged with 6.0 g of 2,5-dibromopyridine, 7.0 ml of bistributyltin, and 120 ml of xylene, followed by heating and stirring at 60° C. for 15 minutes. Further, 700 mg of tetrakis(triphenylphosphine)palladium was added thereto, followed by stirring at 120° C. for 8 hours. After cooling to room temperature, the insoluble materials were removed by filtration, and the filtrate was washed with 150 ml of an aqueous ethylenediamine tetraacetate solution. The organic layer was dehydrated with anhydrous sodium sulfate and concentrated under reduced pressure to obtain a crude product. The crude product was purified by column chromatography (carrier: silica gel, eluent: cyclohexane/toluene) to obtain 1.7 g (yield 42%) of 5,5′-dibromo-[2,2′]bipyridine as a yellow powder.

後処理

  1. temperatureby heating
  2. stirringby stirring at 120° C. for 8 hours
  3. temperatureAfter cooling to room temperature
  4. customthe insoluble materials were removed by filtration
  5. washthe filtrate was washed with 150 ml of an aqueous ethylenediamine tetraacetate solution
  6. concentrationconcentrated under reduced pressure
  7. customto obtain a crude product
  8. customThe crude product was purified by column chromatography (carrier: silica gel, eluent: cyclohexane/toluene)

出典と根拠

ORDレコード
ord-1ba185198f794398a9b7d1fc760388af
出典データセット
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08377573B2

反応ノート

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