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Potassium Carbonate → 7-Methylbenzofuran-5-ol

HRID 920123
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HRID 920123 반응식
C[O:2][C:3]1[CH:4]=[C:5]([CH3:12])[C:6]2[O:10][CH:9]=[CH:8][C:7]=2[CH:11]=1.C([O-])([O-])=O.[K+].[K+].[Si](I)(C)(C)C>C(#N)C.CCOC(C)=O>[CH3:12][C:5]1[C:6]2[O:10][CH:9]=[CH:8][C:7]=2[CH:11]=[C:3]([OH:2])[CH:4]=1
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참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 85247Trimethylsilyl iodideHCID 680164105-Methoxy-7-methylbenzofuran

생성물 1

HCID 846492027-Methylbenzofuran-5-ol수율 26%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

실험 절차

To a mixture of the product from Step D (850 mg, 5.2 mmol) and K2CO3 in acetonitrile (10 mL) was added TMSI (1.1 mL). The mixture was refluxed for 2 hrs. The reaction was cooled to room temperature. The mixture was diluted with EtOAc (100 mL) and washed with brine (30 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluted with PE:EtOAc=5:1) to afford the title compound (200 mg, 25%) as an oil.

후처리

  1. temperatureThe mixture was refluxed for 2 hrs
  2. washwashed with brine (30 mL)
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (eluted with PE:EtOAc=5:1)

출처 및 근거

ORD 기록
ord-ece00ddd972745a3a3baf62717440247
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09273046B2

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