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Ethyl bromoacetate → 4-Ethoxycarbomethoxy dibenzo[b,d]furan-1-carbaldehyde

HRID 1293442
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HRID 1293442 반응식
O[C:2]1[C:7]2[O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:6]=2[C:5]([CH:15]=[O:16])=[CH:4][CH:3]=1.[C:17](=O)([O-])[O-:18].[K+].[K+].[CH2:23]([O:25][C:26](=[O:29])CBr)[CH3:24]>CN(C=O)C.O>[CH2:23]([O:25][CH2:26][O:29][C:17]([C:2]1[C:7]2[O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:6]=2[C:5]([CH:15]=[O:16])=[CH:4][CH:3]=1)=[O:18])[CH3:24]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 442251964-Hydroxy dibenzo[b,d]furan-1-carbaldehyde

생성물 1

HCID 859669124-Ethoxycarbomethoxy dibenzo[b,d]furan-1-carbaldehyde

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

Intermediate 19 (500 mg, 2.358 mmol) was dissolved in dry DMF (5 ml). Anhydrous potassium carbonate (650 mg, 4.716 mmol) was added to the above solution and was stirred for 10 min. at 80° C. To this was added ethylbromoacetate (2.0 eq.) and the reaction mixture was stirred for 1 h. The reaction mixture was cooled to room temperature and diluted with water (100 ml) and extracted with ethyl acetate (3×50 ml). The organic extract was washed with water (50 ml) and brine solution (25 ml) and dried over anhydrous sodium sulfate. Removal of solvent gave the product as a white solid (550 mg).

후처리

  1. stirringthe reaction mixture was stirred for 1 h
  2. temperatureThe reaction mixture was cooled to room temperature
  3. extractionextracted with ethyl acetate (3×50 ml)
  4. extractionThe organic extract
  5. washwas washed with water (50 ml) and brine solution (25 ml)
  6. dry with materialdried over anhydrous sodium sulfate
  7. customRemoval of solvent

출처 및 근거

ORD 기록
ord-7b6bda4b8c9a4e1db90a5b6dde933d79
출처 데이터셋
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07238725B2

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