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Tetrabutylammonium Fluoride Trihydrate → {4-(Benzyloxy)-3-[(4-fluorophenyl)sulphonyl]phenyl}methanol

HRID 1836550
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HRID 1836550 반응식
[CH2:1]([O:8][C:9]1[CH:23]=[CH:22][C:12]([CH2:13][O:14][Si](C(C)(C)C)(C)C)=[CH:11][C:10]=1[S:24]([C:27]1[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=1)(=[O:26])=[O:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.O.O.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[CH2:1]([O:8][C:9]1[CH:23]=[CH:22][C:12]([CH2:13][OH:14])=[CH:11][C:10]=1[S:24]([C:27]1[CH:28]=[CH:29][C:30]([F:33])=[CH:31][CH:32]=1)(=[O:26])=[O:25])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
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참가 물질

4

반응물 2

HCID 11726816Tetrabutylammonium Fluoride TrihydrateHCID 23499610({4-(Benzyloxy)-3-[(4-fluorophenyl)sulphonyl]benzyl}oxy)(tertbutyl)dimethylsilane

생성물 1

HCID 23499600{4-(Benzyloxy)-3-[(4-fluorophenyl)sulphonyl]phenyl}methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

3.4 g (6.99 mmol) of ({4-(benzyloxy)-3-[(4-fluorophenyl)sulphonyl]benzyl}oxy)(tertbutyl)dimethylsilane (Example IV) are dissolved in 10 ml of tetrahydrofuran. At room temperature, 7.68 mmol of tetrabutylammonium fluoride trihydrate (1-molar solution in THF) are added. The mixture is stirred at room temperature overnight. The solvent is then removed under reduced pressure and the product is purified by chromatography on silica gel 60 (mobile phase: cyclohexane/ethyl acetate 3:2). This gives 2.1 g (81% of theory) of {4-(benzyloxy)-3-[(4-fluorophenyl)sulphonyl]phenyl}methanol.

후처리

  1. customThe solvent is then removed under reduced pressure
  2. customthe product is purified by chromatography on silica gel 60 (mobile phase: cyclohexane/ethyl acetate 3:2)

출처 및 근거

ORD 기록
ord-c8c7f73d58534247b24d15a4407f9d41
출처 데이터셋
uspto-grants-2004_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06777442B2

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