Cyclopentadiene → Dimethyl(2,7-di-tert-butylfluorenyl)cyclopentadienylsilane

HRID 3619

반응식

HRID 3619 반응식
C([Li])CCC.[CH:6]1[CH2:10][CH:9]=[CH:8][CH:7]=1.[CH3:11][Si:12]([CH3:35])([C:14]1[C:26]2[CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[C:22]([C:27]([CH3:30])([CH3:29])[CH3:28])[CH:23]=3)[C:18]=2[CH:17]=[CH:16][C:15]=1[C:31]([CH3:34])([CH3:33])[CH3:32])Cl>CCCCCC.O=O.O>[CH3:11][Si:12]([CH3:35])([C:14]1[C:26]2[CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[C:22]([C:27]([CH3:28])([CH3:29])[CH3:30])[CH:23]=3)[C:18]=2[CH:17]=[CH:16][C:15]=1[C:31]([CH3:34])([CH3:33])[CH3:32])[CH:7]1[CH:6]=[CH:10][CH:9]=[CH:8]1

참가 물질

7

반응물 3

HCID 7612CyclopentadieneHCID 22495163Dimethyl(2,7-di-tert-butylfluorenyl)chlorosilaneHCID 178418339Butyllithium

생성물 1

HCID 131720589Dimethyl(2,7-di-tert-butylfluorenyl)cyclopentadienylsilane수율 52.3%

시약·촉매·용매 3

HCID 962Water용매3회HCID 977Oxygen용매2회HCID 8058Hexane용매

실험 절차

8.5 ml (21 mmol) of a 2.5M solution of butyllithium in hexane were added dropwise to 1.4 g (21 mmol) of cyclopentadiene in 45 ml of O2 -free and H2O-free THF at 0° C. under argon and the mixture was stirred for a further 2 hours at room temperature. This solution was subsequently added at room temperature to a solution of 7.9 g (21 mmol) of 2 in 100 ml of O2 -free and H2O-free THF over a period of 2 hours and the mixture was stirred for a further 1 hour at room temperature. 50 ml of H2O were added, the phases were separated and the aqueous phase was further extracted twice with 30 ml of Et2O each time. The combined organic phases were dried (MgSO4) and the solvent was removed in vacuo. After chromatography on 200 g of silica gel (hexane/methylene chloride 20:1), 4.4 g (51%) of 3 were obtained as a colorless oil.

후처리

  1. stirringthe mixture was stirred for a further 1 hour at room temperature
  2. customthe phases were separated
  3. extractionthe aqueous phase was further extracted twice with 30 ml of Et2O each time
  4. dry with materialThe combined organic phases were dried (MgSO4)
  5. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-2b4ebe9966634e10a9ec36b7cb413dc4
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733991

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