反応 #1125763

ord-7d62b5426707465aa5dcf79924b3498a

反応方程式

Brc1ccc2ccoc2c1
6-bromobenzofuran
Brc1cccc2ccoc12
7-bromobenzofuran
C=[C](OCC)[Sn]([CH2]CCC)([CH2]CCC)[CH2]CCC
tributyl(1-ethoxyvinyl)tin
O
water
CC(=O)c1ccc2ccoc2c1
title compound
CC(=O)c1ccc2ccoc2c1
1-(benzofuran-6-yl)ethanone

溶媒

反応条件

温度
100°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.ADDITIONwere added
  2. 2
    抽出extracted with ethyl acetate
  3. 3
    洗浄The organic layer was washed with brine
  4. 4
    乾燥dried over anhydrous sodium sulfate
  5. 5
    濃縮concentrated in vacuo
  6. 6
    その他purified by silica-gel column chromatography (hexane)

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08551985B2uspto-grants-2013_10