Toluene → di(1H-inden-1-yl)dimethylsilane

HRID 275083

반응식

HRID 275083 반응식
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[C:10]1([CH3:16])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[CH2:17]1[CH2:21]OCC1.[CH3:22][Si:23]([CH3:26])(Cl)Cl>CCCCCC.O>[CH3:22][Si:23]([CH3:26])([CH:21]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:16]=[CH:17]1)[CH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

참가 물질

7

반응물 4

HCID 1140TolueneHCID 6398DichlorodimethylsilaneHCID 7219IndeneHCID 8028Tetrahydrofuran

생성물 1

HCID 599429di(1H-inden-1-yl)dimethylsilane수율 97%

시약·촉매·용매 2

HCID 962Water용매HCID 8058Hexane용매

실험 절차

Technical-grade indene (90%) was first filtered through aluminum oxide (superactive) for crude purification and drying. 160 ml (400 mmol) of a 2.5M butylithium solution in hexane were added at room temperature to a solution of 57 ml (446 mmol) of the indene (91-92%) in a solvent mixture comprising 430 ml of toluene and 32 ml of THF, and the mixture was refluxed for 1 hour. The mixture was cooled to room temperature, and 24.2 ml (200 mmol) of dimethyldichlorosilane were added to the orange suspension. The mixture was refluxed for 5 hours and subsequently poured into water. The mixture was extracted several times with ethyl acetate. The combined organic phases were dried over sodium sulfate and freed from solvent under reduced pressure. The residue which remained was dried for several hours in an oil-pump vacuum at 50° C. 56 g (97%) of the ligand system 1 were obtained as a brownish oil (isomer mixture, 2 diastereomers, 1 double-bond isomer). The isomer mixture can be used directly for the preparation of the metallocene.

후처리

  1. filtrationTechnical-grade indene (90%) was first filtered through aluminum oxide (superactive) for crude
  2. custompurification
  3. customdrying
  4. temperaturethe mixture was refluxed for 1 hour
  5. temperatureThe mixture was refluxed for 5 hours
  6. extractionThe mixture was extracted several times with ethyl acetate
  7. dry with materialThe combined organic phases were dried over sodium sulfate
  8. customThe residue which remained was dried for several hours in an oil-pump vacuum at 50° C

출처 및 근거

ORD 기록
ord-f5c7c27cf2944810b530ef5b80a59d79
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05391790

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