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

HRID 1373474
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반응식

HRID 1373474 반응식
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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 82148Agomelatine

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

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
  • 출처 및 근거

    ORD 기록
    ord-9b50b30f6d2940dba5ce6e19f3ed85b8
    출처 데이터셋
    uspto-grants-2007_01
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US07161035B2

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