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

HRID 382318
ノート
印刷プレビュー

反応式

HRID 382318 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 the boron tribromide/dimethyl sulphide complex are dissolved in 100 ml of dichloromethane and stirred for 15 minutes at room 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 refluxed for 30 hours. After cooling, the reaction mixture is hydrolysed cautiously and the dichloromethane is removed by evaporation. 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 refluxed for 30 hours
  • temperatureAfter cooling
  • customthe dichloromethane is removed by evaporation
  • 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-42bef7153720409b8d122efc610e8513
    出典データセット
    uspto-grants-2001_10
    DOI
    10.6084/m9.figshare.5104873.v1
    特許番号
    US06310074B1

    反応ノート

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