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Tetrabutylammonium Fluoride → 5-(4-Chlorophenylsulfonyl)-5-(2,5-difluorophenyl)-1-hexanol

HRID 748675
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HRID 748675 반응식
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Si]([O:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([C:43]1[CH:48]=[C:47]([F:49])[CH:46]=[CH:45][C:44]=1[F:50])([S:33]([C:36]1[CH:41]=[CH:40][C:39]([Cl:42])=[CH:38][CH:37]=1)(=[O:35])=[O:34])[CH3:32])(C(C)(C)C)(C)C>O1CCCC1.C(OCC)C>[Cl:42][C:39]1[CH:38]=[CH:37][C:36]([S:33]([C:31]([C:43]2[CH:48]=[C:47]([F:49])[CH:46]=[CH:45][C:44]=2[F:50])([CH3:32])[CH2:30][CH2:29][CH2:28][CH2:27][OH:26])(=[O:35])=[O:34])=[CH:41][CH:40]=1
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참가 물질

5

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 597507792-[5-(t-Butyldimethylsilyloxy)-1-[(4-chlorophenyl)sulfonyl]-1-methylpentyl]-1,4-difluorobenzene

생성물 1

HCID 230287835-(4-Chlorophenylsulfonyl)-5-(2,5-difluorophenyl)-1-hexanol

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매2회

실험 절차

After addition of tetrabutylammonium fluoride (a 1M tetrahydrofuran solution, 0.978 ml, 0.978 mmol) to a solution of 2-[5-(t-butyldimethylsilyloxy)-1-[(4-chlorophenyl)sulfonyl]-1-methylpentyl]-1,4-difluorobenzene (164 mg, 0.326 mmol) in tetrahydrofuran (4 ml), the mixture was stirred at room temperature for 3 hours. The reaction mixture was diluted with diethyl ether, washed successively with saturated ammonium chloride, water and brine, dried over MgSO4, and then concentrated. The residue thus obtained was purified by medium-pressure chromatography on a silica gel column (50% ethyl acetate-hexane), whereby the title compound (122 mg, 96%) was obtained as a colorless oil.

후처리

  1. washwashed successively with saturated ammonium chloride, water and brine
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated
  4. customThe residue thus obtained
  5. customwas purified by medium-pressure chromatography on a silica gel column (50% ethyl acetate-hexane), whereby the title compound (122 mg, 96%)
  6. customwas obtained as a colorless oil

출처 및 근거

ORD 기록
ord-430c4b000ac5451b91aff47ae69e262e
출처 데이터셋
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07399775B2

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