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Tetrabutylammonium Fluoride → 1-Hydroxy-2-tetrahydropyranyloxy-2-(4-tert-butylphenyl)ethane

HRID 1392887
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HRID 1392887 반응식
[Si]([O:8][CH2:9][CH:10]([O:21][CH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][O:23]1)[C:11]1[CH:16]=[CH:15][C:14]([C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:13][CH:12]=1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O>[OH:8][CH2:9][CH:10]([O:21][CH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][O:23]1)[C:11]1[CH:12]=[CH:13][C:14]([C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:15][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 596786401-Tert-butyldimethylsilyloxy-2-tetrahydropyranyloxy-2-(4-tertbutylphenyl) ethane

생성물 1

HCID 596787081-Hydroxy-2-tetrahydropyranyloxy-2-(4-tert-butylphenyl)ethane

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To 1-tert-butyldimethylsilyloxy-2-tetrahydropyranyloxy-2-(4-tertbutylphenyl) ethane (0.4 g, 1.01 mmol) is added tetrabutylammonium fluoride solution (1M TBAF in THF, 5 ml, 5.0 mmol). The solution is stirred for 2 hours after which water is added to the reaction and this is extracted in ethyl acetate. The organic layer is then washed with water, dried and concentrated. The residue obtained is purified by flash chromatography (silica gel; ethyl acetate/hexanes).

후처리

  1. additionis added to the reaction
  2. extractionthis is extracted in ethyl acetate
  3. washThe organic layer is then washed with water
  4. customdried
  5. concentrationconcentrated
  6. customThe residue obtained
  7. customis purified by flash chromatography (silica gel; ethyl acetate/hexanes)

출처 및 근거

ORD 기록
ord-5d28832ebbc7413ebf28ba3d6aa7ca75
출처 데이터셋
uspto-grants-2008_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07344702B2

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