4-Toluenesulfonyl chloride → 2-(2,2,2-Trifluoroethoxy)ethyl p-toluenesulfonate

HRID 658259노트

반응식

HRID 658259 반응식
[F:1][C:2]([F:9])([F:8])[CH2:3][O:4][CH2:5][CH2:6][OH:7].[C:10]1([CH3:20])[CH:15]=[CH:14][C:13]([S:16](Cl)(=[O:18])=[O:17])=[CH:12][CH:11]=1.C(N(CC)CC)C>C(Cl)Cl>[CH3:20][C:10]1[CH:15]=[CH:14][C:13]([S:16]([O:7][CH2:6][CH2:5][O:4][CH2:3][C:2]([F:9])([F:8])[F:1])(=[O:18])=[O:17])=[CH:12][CH:11]=1

참가 물질

5

반응물 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 2558542-(2,2,2-Trifluoroethoxy)ethan-1-ol

생성물 1

HCID 220332952-(2,2,2-Trifluoroethoxy)ethyl p-toluenesulfonate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-(2,2,2-trifluoroethoxy)ethanol (1 eq.) in DCM (0.2 M) was added p-toluenesulfonyl chloride (1.3 eq.) and triethylamine (1.5 eq.). The reaction was stirred at rt for 18 h. The reaction was quenched with saturated NH4Cl aqueous solution and extracted with DCM. The combined organic extracts were dried over MgSO4 and concentrated in vacuo. The crude product was purified by flash column chromatography (SiO2, 30% ether in hexane) to afford the title compound as an oil.

후처리

  1. customThe reaction was quenched with saturated NH4Cl aqueous solution
  2. extractionextracted with DCM
  3. dry with materialThe combined organic extracts were dried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe crude product was purified by flash column chromatography (SiO2, 30% ether in hexane)

출처 및 근거

ORD 기록
ord-4b06a8c6e19b40db9fb6084cc28ddb2e
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08076359B2

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