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Sodium Iodide → Tert-butyl[2-chloro-1-(iodomethyl)ethoxy]dimethylsilane

HRID 71103
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인쇄 미리보기

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HRID 71103 반응식
CC1C=CC(S(O[CH2:12][CH:13]([O:16][Si:17]([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:19])[CH3:18])[CH2:14][Cl:15])(=O)=O)=CC=1.[I-:24].[Na+]>CC(C)=O>[C:20]([Si:17]([O:16][CH:13]([CH2:12][I:24])[CH2:14][Cl:15])([CH3:19])[CH3:18])([CH3:23])([CH3:22])[CH3:21]
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참가 물질

4

반응물 2

HCID 5238Sodium IodideHCID 866629712-{[Tert-butyl(dimethyl)silyl]oxy}-3-chloropropyl 4-methylbenzenesulfonate

생성물 1

HCID 86662972Tert-butyl[2-chloro-1-(iodomethyl)ethoxy]dimethylsilane수율 74.7%

시약·촉매·용매 1

HCID 180Acetone용매

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온도
80 °C

실험 절차

To a mixture of 2-{[tert-butyl(dimethyl)silyl]oxy}-3-chloropropyl 4-methylbenzenesulfonate (20.3 g) in acetone (200 mL) was added sodium iodide (19.7 g), and the mixture was stirred at 80° C. for 3 hr. The reaction mixture was concentrated, water was added to the residue, and the mixture was extracted with hexane. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (13.4 g).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additionwater was added to the residue
  3. extractionthe mixture was extracted with hexane
  4. dry with materialThe extract was dried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-4ed31fdb4e524351913e2882189d7b8e
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08822699B2

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