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1,3-Dibromopropane → HCID 69663449, 화합물

HRID 2212087
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HRID 2212087 반응식
C[Si]([N-][Si](C)(C)C)(C)C.[Li+].[CH3:11][O:12][C:13](=[O:25])[CH:14]([S:16]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(=[O:18])=[O:17])[CH3:15].[Br:26][CH2:27][CH2:28][CH2:29]Br>O1CCCC1>[CH3:11][O:12][C:13](=[O:25])[C:14]([S:16]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(=[O:17])=[O:18])([CH3:15])[CH2:29][CH2:28][CH2:27][Br:26]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 80011,3-DibromopropaneHCID 2733832Lithium hexamethyldisilazaneHCID 109442032-benzenesulfonylpropionic acid methyl ester

생성물 1

HCID 69663449HCID 69663449, 화합물수율 16.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of lithium bis(trimethylsilyl)amide in tetrahydrofuran (1M, 6.6 ml, 6.6 mmol) was added dropwise to a stirred solution of 2-benzenesulfonylpropionic acid methyl ester (1.38 g, 5.7 mmol) in tetrahydrofuran at −78° C. The mixture was stirred for 30 min. and 1,3-dibromopropane (3.17 ml, 31.2 mmol) was added. The mixture was slowly warmed to room temperature and stirred for 4 days. After quenching with satd. aqueous NH4Cl, the mixture was extracted into dichloromethane. The combined organic extracts were dried (Na2SO4) and concentrated. The residue was purified on silica gel (i-hexane-ethyl acetate 5–20%) to give the title product (330 mg, 15%).

후처리

  1. stirringstirred for 4 days
  2. customAfter quenching with satd
  3. extractionaqueous NH4Cl, the mixture was extracted into dichloromethane
  4. dry with materialThe combined organic extracts were dried (Na2SO4)
  5. concentrationconcentrated
  6. customThe residue was purified on silica gel (i-hexane-ethyl acetate 5–20%)

출처 및 근거

ORD 기록
ord-a46ee2428e86478f8918f6d3a32d7ef2
출처 데이터셋
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07101892B2

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