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

HRID 388185
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HRID 388185 반응식
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
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참가 물질

4

반응물 1

HCID 693532,5-Dibromopyridine

생성물 1

HCID 109031035,5'-DIBROMO-2,2'-BIPYRIDINE수율 42.8%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 7237O-Xylene용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-1ba185198f794398a9b7d1fc760388af
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08377573B2

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