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

HRID 1398084노트

반응식

HRID 1398084 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-fc6b654072c24befa9d3249fb59e574c
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08901315B2

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