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

HRID 351136
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반응식

HRID 351136 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 min 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 hydrolysed with caution and the dichloromethane is evaporated off. The mixture is then extracted with ethyl acetate, the combined organic phases are washed with a 1M aqueous solution of potassium bicarbonate and then with 1M sodium hydroxide solution. The organic phase is dried over magnesium sulphate and concentrated to yield the title compound.

후처리

  • temperaturethe 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 a 1M aqueous solution of potassium bicarbonate
  • dry with materialThe organic phase is dried over magnesium sulphate
  • concentrationconcentrated
  • 출처 및 근거

    ORD 기록
    ord-b298aa0a9a394b3384f0072abf42ec42
    출처 데이터셋
    uspto-grants-2007_02
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US07183318B2

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