Water → 6-Methoxy-2-[4-(methylsulfanyl)phenyl]-1-(4-nitrophenoxy)naphthalene

HRID 748963노트

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HRID 748963 반응식
[H-].[Na+].[CH3:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[C:11]([OH:15])=[C:10]([C:16]1[CH:21]=[CH:20][C:19]([S:22][CH3:23])=[CH:18][CH:17]=1)[CH:9]=[CH:8]2.F[C:25]1[CH:30]=[CH:29][C:28]([N+:31]([O-:33])=[O:32])=[CH:27][CH:26]=1.O>CN(C)C=O>[CH3:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[C:11]([O:15][C:25]1[CH:30]=[CH:29][C:28]([N+:31]([O-:33])=[O:32])=[CH:27][CH:26]=1)=[C:10]([C:16]1[CH:21]=[CH:20][C:19]([S:22][CH3:23])=[CH:18][CH:17]=1)[CH:9]=[CH:8]2

참가 물질

6

반응물 4

HCID 962WaterHCID 9590p-FluoronitrobenzeneHCID 24758Sodium hydride2회HCID 685188176-Methoxy-2-[4-(methylsulfanyl)phenyl]naphthalen-1-ol

생성물 1

HCID 685159406-Methoxy-2-[4-(methylsulfanyl)phenyl]-1-(4-nitrophenoxy)naphthalene

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

반응 조건

온도
60 °C

실험 절차

Place sodium hydride (1.05 eq.) in dry dimethylformamide in a 3 neck flask equipped with a mechanical stirrer, addition funnel with nitrogen purge, and a temperature probe under nitrogen. Charge the addition funnel with 6-methoxy-2-(4-methylthiophenyl)naphthalene-1-ol (1 eq.) dissolved in dry dimethylformamide. Add this solution dropwise to the stirred sodium hydride solution at a rate that holds the temperature below 35° C. Stir the reaction mixture for 30 minutes before adding 4-fluoronitrobenzene with additional dry dimethylformamide. Heat the solution to 60° C. Once the reaction is complete, cool the flask and add water slowly to cause precipitation of the product. Filter the crude product and wash with water and then methyl tert-butyl ether. Dry the filter cake in a vacuum oven to give 6-methoxy-2-(4-methylthiophenyl)-1-(4-nitrophenoxy)naphthalene.

후처리

  1. custompurge
  2. customthe temperature below 35° C
  3. temperaturecool the flask
  4. customprecipitation of the product
  5. filtrationFilter the crude product
  6. washwash with water
  7. customDry the filter cake in a vacuum oven

출처 및 근거

ORD 기록
ord-389bf551ed0b4a44954b8983bc2c0449
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07399867B2

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