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Triethylamine → N-(4-benzyloxy-2,2-difluorobutyl)-p-toluenesulfonamide

HRID 2072886
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HRID 2072886 반응식
[CH2:1]([O:8][CH2:9][CH2:10][C:11]([F:15])([F:14])[CH2:12][NH2:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N([CH2:21][CH3:22])CC)C.[C:23]1(C)[C:24]([S:29](Cl)(=[O:31])=[O:30])=[CH:25][CH:26]=C[CH:28]=1>ClCCl.CCOCC>[CH2:1]([O:8][CH2:9][CH2:10][C:11]([F:14])([F:15])[CH2:12][NH:13][S:29]([C:24]1[CH:25]=[CH:26][C:21]([CH3:22])=[CH:28][CH:23]=1)(=[O:31])=[O:30])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
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참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 8623o-Toluenesulfonyl chlorideHCID 198606944-Benzyloxy-2,2-difluorobutylamine

생성물 1

HCID 19860703N-(4-benzyloxy-2,2-difluorobutyl)-p-toluenesulfonamide

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 4-benzyloxy-2,2-difluorobutylamine (5.16 g, 20.5 mM) and triethylamine (4.4 g, 43.4 mM) in dry dichloromethane is added toluenesulfonyl chloride (4.14 g, 21.7 moles). The mixture is stirred at room temperature overnight. Additional dichloromethane is added, and the organic phase is washed with 1N HCl followed by a water wash. Drying (Na2SO4) and evaporation of the solvent yields a white solid which is dissolved in a small volume of ether. Addition of petroleum ether yields the compound, N-(4-benzyloxy-2,2-difluorobutyl)-p-toluenesulfonamide as white crystals: 7.0 g (92%).

후처리

  1. washthe organic phase is washed with 1N HCl
  2. washwash
  3. customDrying
  4. custom(Na2SO4) and evaporation of the solvent
  5. customyields a white solid which

출처 및 근거

ORD 기록
ord-c18af4d76dc849879951f3387af9ad07
출처 데이터셋
uspto-grants-1990_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04914240

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