Tetrabutylammonium Fluoride → 2-Phenyl-1H-indol-4-ol

HRID 2289663노트

반응식

HRID 2289663 반응식
[Si]([O:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[CH:11]=[C:12]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[NH:13]2)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[OH:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[CH:11]=[C:12]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[NH:13]2

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 211830744-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-2-phenyl-1H-indole

생성물 1

HCID 167416562-Phenyl-1H-indol-4-ol수율 84.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

4-t-Butyldimethylsilyoxy-2-phenylindole (55 mg, 0.17 mmol) was dissolved in THF (10 ml) at 0° C. and treated with tetrabutylammonium flouride (0.5 ml, 1.0 M in THF, excess). After stirring at this temperature for 10 minutes, the reaction was quenched by addition of saturated ammonium chloride. The mixture was extracted several time with ethyl acetate, dried over magnesium sulfate, and evaporated to give a crude oil. Flash chromatography (5% ethyl acetate/hexanes) provided the desired phenol (30 mg, 84.8%) as a white solid. NMR. MS.

후처리

  1. customthe reaction was quenched by addition of saturated ammonium chloride
  2. extractionThe mixture was extracted several time with ethyl acetate
  3. dry with materialdried over magnesium sulfate
  4. customevaporated
  5. customto give a crude oil

출처 및 근거

ORD 기록
ord-4cab4c691ada44a9b988b0f24fbdd906
출처 데이터셋
uspto-grants-2000_07
특허 번호
US06093735

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