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Agomelatine → N-(2-(7-hydroxy-1-naphthyl)ethyl)acetamide

HRID 1373474
ノート
印刷プレビュー

反応式

HRID 1373474 の反応式
C[O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[C:10]2[CH2:13][CH2:14][NH:15][C:16](=[O:18])[CH3:17])=[CH:5][CH:4]=1>ClCCl>[OH:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[C:10]2[CH2:13][CH2:14][NH:15][C:16](=[O:18])[CH3:17])=[CH:5][CH:4]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 1

HCID 82148Agomelatine

生成物 1

HCID 11775984N-(2-(7-hydroxy-1-naphthyl)ethyl)acetamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Under an inert atmosphere, 27.5 mmol of boron tribromide/dimethyl sulphide complex are dissolved in 100 ml of dichloromethane and stirred for 15 minutes at ambient temperature. A solution of 13.7 mmol of N-[2-(7-methoxy-1-naphthyl)ethyl]acetamide in 50 ml of dichloromethane is added, and the reaction mixture is heated at reflux for 30 hours. After cooling, the reaction mixture is cautiously hydrolysed and the dichloromethane is evaporated off. The mixture is then extracted with ethyl acetate and the combined organic phases are washed with an aqueous 1M potassium hydrogen carbonate solution. The organic phase is dried over magnesium sulphate and concentrated to yield the title compound. White solid.

後処理

  1. temperature
the reaction mixture is heated
  • temperatureat reflux for 30 hours
  • temperatureAfter cooling
  • customthe dichloromethane is evaporated off
  • extractionThe mixture is then extracted with ethyl acetate
  • washthe combined organic phases are washed with an aqueous 1M potassium hydrogen carbonate solution
  • dry with materialThe organic phase is dried over magnesium sulphate
  • concentrationconcentrated
  • 出典と根拠

    ORDレコード
    ord-9b50b30f6d2940dba5ce6e19f3ed85b8
    出典データセット
    uspto-grants-2007_01
    DOI
    10.6084/m9.figshare.5104873.v1
    特許番号
    US07161035B2

    反応ノート

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