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Sodium Carbonate → 2-(Furan-3-yl)benzaldehyde

HRID 1620868
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HRID 1620868 반응식
[CH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1B(O)O)=[O:2].Br[C:13]1[CH:17]=[CH:16][O:15][CH:14]=1.C(=O)([O-])[O-].[Na+].[Na+]>Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C(#N)C>[O:15]1[CH:16]=[CH:17][C:13]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[CH:1]=[O:2])=[CH:14]1
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참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 891643-BromofuranHCID 2921892-Formylphenylboronic acid

생성물 1

HCID 183576172-(Furan-3-yl)benzaldehyde수율 31.9%

시약·촉매·용매 2

HCID 178418476HCID 178418476, 화합물촉매HCID 6342Acetonitrile
용매

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온도
150 °C

실험 절차

A microwave vial (20 ml) was charged with 2-formylphenylboronic acid (298 mg, 2.0 mmol), 3-bromo-furan (350 mg, 2.4 mmol) and 8 ml of acetonitrile. To this mixture was added 4 ml of aqueous sodium carbonate (1M), followed by 100 mg of dichlorobis-(triphenylphosphine)-palladium(II). The reaction vessel was sealed and heated at 150° C. for 5 minutes with microwave irradiation. After cooling, the reaction mixture was extracted with ethylacetate. The organic layer was evaporated to provide crude material which was purified by ISCO to give 110 mg of 2-furan-3-yl-benzaldehyde (30% yield).

후처리

  1. customThe reaction vessel was sealed
  2. temperatureAfter cooling
  3. extractionthe reaction mixture was extracted with ethylacetate
  4. customThe organic layer was evaporated
  5. customto provide crude material which
  6. customwas purified by ISCO

출처 및 근거

ORD 기록
ord-6d01c13de9b345f09b378662a0d2d922
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08772482B2

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