Water → 1-(Benzofuran-6-yl)ethanone

HRID 1038581

반응식

HRID 1038581 반응식
Br[C:2]1[CH:10]=[CH:9][C:5]2[CH:6]=[CH:7][O:8][C:4]=2[CH:3]=1.BrC1C2[O:19][CH:18]=[CH:17]C=2C=CC=1.C([Sn](CCCC)(CCCC)C(OCC)=C)CCC.O>C1(C)C=CC=CC=1>[O:8]1[C:4]2[CH:3]=[C:2]([C:18](=[O:19])[CH3:17])[CH:10]=[CH:9][C:5]=2[CH:6]=[CH:7]1

참가 물질

6

반응물 4

HCID 962WaterHCID 1136287-Bromo-1-benzofuranHCID 619414Stannane, tributyl(1-ethoxyethenyl)-HCID 151587226-Bromo-1-benzofuran

생성물 1

HCID 451226521-(Benzofuran-6-yl)ethanone

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
100 °C

실험 절차

To a solution of a mixture of 6-bromobenzofuran and 7-bromobenzofuran (1.12 g, 5.68 mmol) in toluene (19 mL), tetrakistriphenyl phosphine palladium (650 mg, 0.57 mmol) and tributyl(1-ethoxyvinyl)tin (2.11 mL, 6.25 mmol) were added, and the mixture was stirred at 100° C. overnight. The reaction solution was added water at room temperature, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, concentrated in vacuo, and purified by silica-gel column chromatography (hexane). The title compound (280 mg) was obtained as a yellow crystal.

후처리

  1. additionwere added
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo
  6. custompurified by silica-gel column chromatography (hexane)

출처 및 근거

ORD 기록
ord-7d62b5426707465aa5dcf79924b3498a
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08551985B2

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