Water → 2,2,3,3-Tetramethyl-4,7,10-trioxa-3-silatridec-12-yne

HRID 1792380노트

반응식

HRID 1792380 반응식
[Si:1]([O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][OH:14])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[H-].[Na+].O.[CH3:18][CH2:19][CH2:20]CCC>O1CCCC1.C(OCC)(=O)C>[Si:1]([O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][CH2:20][C:19]#[CH:18])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

참가 물질

7

반응물 4

HCID 962WaterHCID 8058HexaneHCID 24758Sodium hydrideHCID 111175822-(2-((Tert-butyldimethylsilyl)oxy)ethoxy)ethanol

생성물 1

HCID 235380372,2,3,3-Tetramethyl-4,7,10-trioxa-3-silatridec-12-yne수율 38%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 5-(t-butyldimethylsilyloxy)-3-oxa-1-pentanol (2.16 g, 9.8 mmol) in dry tetrahydrofuran (20 ml) was added sodium hydride (432 mg, 60% in oil, 10.8 mmol) at room temperature. The mixture was stirred for 30 minutes, and propalgyl bromide (2.9 g, 19.6 mmol) was added thereto. The mixture was stirred at room temperature for 12 hours. After the reaction was completed, water was added thereto. The resulting mixture was extracted with ethyl acetate. The organic layer was washed with saturated saline solution, dried over anhydrous sodium sulfate, and filtered. The organic solvent was removed under reduced pressure to give a crude product. This crude product thus obtained was subjected to silica gel column chromatography (n-hexane:ethyl acetate=8:1) to give the title compound (950 mg, yield: 38%).

후처리

  1. stirringThe mixture was stirred at room temperature for 12 hours
  2. extractionThe resulting mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with saturated saline solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customThe organic solvent was removed under reduced pressure
  7. customto give a crude product
  8. customThis crude product thus obtained

출처 및 근거

ORD 기록
ord-486aeabdab91462684b384f10f955acb
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07074819B2

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