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Chlorotrimethylsilane → HCID 68291626, 화합물

HRID 2404601
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HRID 2404601 반응식
[CH2:1]1[CH:9]2[CH:4]([C:5](=[O:10])[CH2:6][CH2:7][CH2:8]2)[CH2:3][CH2:2]1.[Li+].CC([N-]C(C)C)C.[CH3:19][Si:20](Cl)([CH3:22])[CH3:21]>C1COCC1>[CH2:1]1[CH:9]2[CH:4]([C:5]([O:10][Si:20]([CH3:22])([CH3:21])[CH3:19])=[CH:6][CH2:7][CH2:8]2)[CH2:3][CH2:2]1
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참가 물질

5

반응물 3

HCID 6397ChlorotrimethylsilaneHCID 228144hexahydro-1H-inden-4(2H)-oneHCID 2724682Lithium diisopropylamide

생성물 1

HCID 68291626HCID 68291626, 화합물수율 100.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Add dropwise hexahydro-1H-inden-4(2H)-one (1.6 g, 11.6 mmol) in dry THF (5 mL) to a solution of LDA (23.2 mL, 23.2 mmol) in THF (30 mL). Stir the reaction mixture for 30 min and then add dropwise TMSCl (3.5 g, 32.0 mmol) to the reaction mixture. Stir the resultant solution for additional 1 hour. Pour the mixture into ice water (50 mL) and extract the aqueous mixture with EtOAc (50 mL×3). The combined organic layers are washed with brine, dried over MgSO4, filtered and concentrated in vacuo to afford crude (2,3,3a,6,7,7a-hexahydro-1H-inden-4-yloxy)trimethylsilane (2.45 g, 100%) as yellowish oil, MS (m/z): 209 (M−1).

후처리

  1. extractionextract the aqueous mixture with EtOAc (50 mL×3)
  2. washThe combined organic layers are washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-b23e74ca43dc4b1fbbf6b1aeefb56c34
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08802728B2

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