Water → 1-(Benzofuran-6-yl)ethanone

HRID 1038581ノート

反応式

HRID 1038581 の反応式
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

参加物

6

反応物 4

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

生成物 1

HCID 451226521-(Benzofuran-6-yl)ethanone

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-7d62b5426707465aa5dcf79924b3498a
出典データセット
uspto-grants-2013_10
特許番号
US08551985B2

反応ノート

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