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Water → HCID 59590766, 화합물

HRID 2098958
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HRID 2098958 반응식
C[Si]([N-][Si](C)(C)C)(C)C.[Li+].C[Si](C)(C)[CH2:13][C:14]([O:16][CH3:17])=[O:15].[CH2:20]([O:27][C:28]1[CH:36]=[C:35]2[C:31]([CH2:32][CH2:33][C:34]2=O)=[CH:30][CH:29]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.O>C1COCC1>[CH2:20]([O:27][C:28]1[CH:36]=[C:35]2[C:31]([CH2:32][CH2:33]/[C:34]/2=[CH:13]\[C:14]([O:16][CH3:17])=[O:15])=[CH:30][CH:29]=1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1
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참가 물질

6

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HCID 962WaterHCID 76210Methyl (trimethylsilyl)acetateHCID 2733832Lithium hexamethyldisilazaneHCID 224199626-(Benzyloxy)-2,3-dihydro-1H-inden-1-one

생성물 1

HCID 59590766HCID 59590766, 화합물수율 38%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran
용매
2회

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온도
-78 °C

실험 절차

At −78° C., lithium bis(trimethylsilyl)amide (1.0 M in hexanes) (4 mL, 26 mmol) was added slowly to a solution of methyl 2-(trimethylsilyl)acetate (4 g, 26 mmol) in THF (20 mL). The reaction mixture was maintained at −78° C. for 22 minutes. 1.2 (3.5 g, 15 mmol) in THF (20 mL) was then added slowly to the mixture. The mixture was stirred at −78° C. and allowed to warm to room temperature overnight. The reaction mixture was then poured into water (30 mL) and extracted with EtOAc (300 mL). The organic layers were washed with brine and dried over anhydrous sodium sulfate. After removing solvent by rotary evaporation, the residue was purified by column chromatography (1:4 EtOAc/hexane). The Product 1.3 was obtained in 38% yield as a white solid.

후처리

  1. temperatureto warm to room temperature overnight
  2. extractionextracted with EtOAc (300 mL)
  3. washThe organic layers were washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customAfter removing solvent
  6. customby rotary evaporation
  7. customthe residue was purified by column chromatography (1:4 EtOAc/hexane)

출처 및 근거

ORD 기록
ord-f0ac1a24674a4d7eae998ba7935f8d8a
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08450522B2

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