Sodium Carbonate → HCID 18005129, 화합물

HRID 989193노트

반응식

HRID 989193 반응식
I[C:2]1[C:10]2[O:9][CH2:8][CH2:7][C:6]=2[CH:5]=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1.[N:14]1[CH:19]=[CH:18][CH:17]=[C:16](B(O)O)[CH:15]=1.C(=O)([O-])[O-].[Na+].[Na+]>COCCOC.O>[N+:11]([C:4]1[CH:3]=[C:2]([C:16]2[CH:15]=[N:14][CH:19]=[CH:18][CH:17]=2)[C:10]2[O:9][CH2:8][CH2:7][C:6]=2[CH:5]=1)([O-:13])=[O:12]

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 27343783-Pyridinylboronic acidHCID 18005124HCID 18005124, 화합물

생성물 1

HCID 18005129HCID 18005129, 화합물수율 30.2%

시약·촉매·용매 2

HCID 962Water용매HCID 80711,2-Dimethoxyethane용매

실험 절차

2,3-Dihydro-7-iodo-5-nitrobenzofuran (0.76 g, 0.0026 mole) and 3-pyridylboronic acid (0.32 g, 0.0026 mole) in 50% aqueous 1,2-dimethoxyethane (50 ml) were treated under argon with sodium carbonate (1.17 g, 0.011 mole) and tetrakis triphenylphosphine palladium (0) (0.06 g, 0.000052 mole) and heated under reflux for 18 hours. The mixture was allowed to cool to ambient temperature, diluted with deionised water, extracted into ethyl acetate, dried (Na2SO4) and evaporated in vacuo. The residue was purified by flash column chromatography on silica gel, eluting with 30% ethyl acetate/60-80° petroleum ether to afford the title compound (0.19 g, 30%) as a yellow solid.

후처리

  1. temperatureheated
  2. temperatureunder reflux for 18 hours
  3. extractionextracted into ethyl acetate
  4. dry with materialdried (Na2SO4)
  5. customevaporated in vacuo
  6. customThe residue was purified by flash column chromatography on silica gel
  7. washeluting with 30% ethyl acetate/60-80° petroleum ether

출처 및 근거

ORD 기록
ord-b66d7f24e9564c82873d4bff9d3a6d14
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06638953B2

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