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

HRID 658259ノート

反応式

HRID 658259 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-4b06a8c6e19b40db9fb6084cc28ddb2e
出典データセット
uspto-grants-2011_12
特許番号
US08076359B2

反応ノート

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