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tert-Butyldimethylsilyl chloride → 3-(2-{[tert-Butyl(dimethyl)silyl]oxy}ethoxy)benzaldehyde

HRID 1295730
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HRID 1295730 반응식
[CH3:1][C:2]([Si:5](Cl)([CH3:7])[CH3:6])([CH3:4])[CH3:3].[OH:9][CH2:10][CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH:16]=[O:17]>CN(C=O)C.O>[C:2]([Si:5]([CH3:7])([CH3:6])[O:9][CH2:10][CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH:16]=[O:17])([CH3:4])([CH3:3])[CH3:1]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 28928tert-Butyldimethylsilyl chlorideHCID 6453965Benzaldehyde, 3-(2-hydroxyethoxy)-

생성물 1

HCID 714171133-(2-{[tert-Butyl(dimethyl)silyl]oxy}ethoxy)benzaldehyde수율 28%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

TBDMSCl silylation reagent in DMF (60 mL) was added to 3-(2-hydroxy-ethoxy)-benzaldehyde (4.985 g, 30.00 mmol). The mixture was stirred at room temperature for 72 h. The mixture was diluted with water and extracted with diethyl ether. The ethereal extracts were dried over Na2SO4 and concentrated in vacuo. The residue was purified by SiO2 eluted with 95:5 CH2Cl2/MeOH to give 2.38 g (28%) of a clear oil.

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후처리

  1. extractionextracted with diethyl ether
  2. dry with materialThe ethereal extracts were dried over Na2SO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by SiO2
  5. washeluted with 95:5 CH2Cl2/MeOH

출처 및 근거

ORD 기록
ord-5d86f8bdad9f4631a89b599cbaab0a5f
출처 데이터셋
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07244738B2

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