Tetrabutylammonium Fluoride → [3-(Cyclopentylsulfanyl)phenyl]methanol

HRID 219054

반응식

HRID 219054 반응식
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.C([Si]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([S:34][CH:35]2[CH2:39][CH2:38][CH2:37][CH2:36]2)[CH:29]=1)(C)C)(C)(C)C>C1COCC1>[CH:35]1([S:34][C:30]2[CH:29]=[C:28]([CH2:27][OH:26])[CH:33]=[CH:32][CH:31]=2)[CH2:39][CH2:38][CH2:37][CH2:36]1

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 66845801Tert-butyl([3-(cyclopentylthio)benzyl]oxy}dimethylsilane

생성물 1

HCID 66347770[3-(Cyclopentylsulfanyl)phenyl]methanol수율 92.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of tetrabutylammonium fluoride in THF (1 M, 6 ml) was added to a solution of tert-butyl{[3-(cyclopentylthio)benzyl]oxy}dimethylsilane (1.09 g) in dry THF (10 ml). The solution was stirred for 18 h under nitrogen and the solvent was evaporated in vacuo. The residue was partitioned between dichloromethane and water. The organic phase was separated and washed with water. The organic phase was separated and the solvent evaporated in vacuo. The residue was purified on a 10 g silica SPE cartridge, eluting with a stepped gradient of 10% to 100% dichloromethane-cyclohexane to give the title compound (0.65 g). LCMS RT=3.3 min

후처리

  1. customthe solvent was evaporated in vacuo
  2. customThe residue was partitioned between dichloromethane and water
  3. customThe organic phase was separated
  4. washwashed with water
  5. customThe organic phase was separated
  6. customthe solvent evaporated in vacuo
  7. customThe residue was purified on a 10 g silica SPE cartridge
  8. washeluting with a stepped gradient of 10% to 100% dichloromethane-cyclohexane

출처 및 근거

ORD 기록
ord-67cf010eb7994bbd8a6ee54bc9903c72
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08198483B2

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