反応 #6703

ord-bee7a5bb378040a9ab29ac748036e612

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度This suspension was heated in an oil-bath at 135° C. under nitrogen for 16 hours
  2. 2
    温度It was then cooled to room temperature
  3. 3
    ろ過The resulting suspension was filtered
  4. 4
    濃縮the filtrate was concentrated under reduced pressure
  5. 5
    その他evaporated to dryness
  6. 6
    その他A thick, viscous oil was recovered which
  7. 7
    その他such for the next reaction

実験手順

Isatin (1.88 g, 0.0128 mol) in anhydrous DMF (100 mL) was cooled in an ice-bath under nitrogen and treated with sodium hydride (0.3 g, 1 equivalent). The reaction was warmed to room temperature and stirred for 1 hour. It was then treated with 2-(4-bromophenyl)-1,3-dioxalane (2.83 g, 0.0124 mol) followed by CuI (4.71 g, 2 equivalents). This suspension was heated in an oil-bath at 135° C. under nitrogen for 16 hours. It was then cooled to room temperature and diluted with an equal volume of chloroform. The resulting suspension was filtered and the filtrate was concentrated under reduced pressure. The residue was suspended in xylenes (100 mL) and evaporated to dryness. A thick, viscous oil was recovered which was used as such for the next reaction. TLC (5% methanol in chloroform) showed clean conversion, Rf (product)=0.91.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07083986B2uspto-grants-2006_08