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

HRID 382318
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반응식

HRID 382318 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 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.

후처리

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
  • 출처 및 근거

    ORD 기록
    ord-42bef7153720409b8d122efc610e8513
    출처 데이터셋
    uspto-grants-2001_10
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US06310074B1

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