tert-Butyldimethylsilyl chloride → 3-[(2-{[tert-Butyl(dimethyl)silyl]oxy}ethyl)sulfonyl]nitrobenzene

HRID 1398084ノート

反応式

HRID 1398084 の反応式
[OH:1][CH2:2][CH2:3][S:4]([C:7]1[CH:8]=[C:9]([N+:13]([O-:15])=[O:14])[CH:10]=[CH:11][CH:12]=1)(=[O:6])=[O:5].[Si:16](Cl)([C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:18])[CH3:17]>ClCCl.CN(C)C1C=CN=CC=1>[Si:16]([O:1][CH2:2][CH2:3][S:4]([C:7]1[CH:8]=[C:9]([N+:13]([O-:15])=[O:14])[CH:10]=[CH:11][CH:12]=1)(=[O:6])=[O:5])([C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:18])[CH3:17]

参加物

5

反応物 2

HCID 28928tert-Butyldimethylsilyl chlorideHCID 170561Ethanol, 2-[(3-nitrophenyl)sulfonyl]-

生成物 1

HCID 576979503-[(2-{[tert-Butyl(dimethyl)silyl]oxy}ethyl)sulfonyl]nitrobenzene収率 89%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 955 mg (4.13 mmol) of 3-[(2-hydroxyethyl)sulfonyl]-nitrobenzene in 30 mL of dichloromethane were added 747 mg (4.96 mmol) of tert-butyldimethylsilyl chloride and 10 mg of 4-dimethylaminopyridine, and the mixture was stirred for over night at room temperature. Then, the reaction mixture was diluted with dichloromethane and the organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=4/1 to 2/1) to give 1.27 g (89%) of the title compound.

後処理

  1. washthe organic layer was washed with water
  2. dry with materialdried over anhydrous sodium sulfate
  3. customThe solvent was removed under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=4/1 to 2/1)

出典と根拠

ORDレコード
ord-fc6b654072c24befa9d3249fb59e574c
出典データセット
uspto-grants-2014_12
特許番号
US08901315B2

反応ノート

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