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Dichlorodimethylsilane → HCID 21943872, 화합물

HRID 2425311
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HRID 2425311 반응식
[CH3:1][C:2]1[CH2:3][C:4]2[C:9]([CH:10]=1)=[C:8]([CH3:11])[CH:7]=[CH:6][C:5]=2[CH3:12].[Li]CCCC.CCCCCC.[Si:24]([CH3:28])([CH3:27])(Cl)[Cl:25]>CCOCC.C1COCC1>[Cl:25][Si:24]([CH:3]1[C:4]2[C:9](=[C:8]([CH3:11])[CH:7]=[CH:6][C:5]=2[CH3:12])[CH:10]=[C:2]1[CH3:1])([CH3:28])[CH3:27]
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참가 물질

7

반응물 4

HCID 6398DichlorodimethylsilaneHCID 8058HexaneHCID 110626602,4,7-trimethyl-1H-indeneHCID 178418339Butyllithium

생성물 1

HCID 21943872HCID 21943872, 화합물수율 102.7%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매2회
HCID 8028
Tetrahydrofuran
용매

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온도
0 °C

실험 절차

7.24 g of 2,4,7 trimethylindene (45.8 mmol) were suspended in 70 ml of Et2O, cooled to 0° C., and to it were added 19.2 ml of a 2.5 M BuLi solution in hexane (48.0 mmol) with stirring. A slightly yellow cream is obtained. After allowing the reaction mixture to reach ambient temperature, additional 10 ml of Et2O were added, to improve stirring. After about 1 h the mixture was cooled again to 0° C. and 7.20 g of Me2SiCl2 (55.2 mmol, 1.2 eq) in 30 ml di THF, previously cooled to 0° C., were added to it. At the end of the addition, the reaction mixture was allowed to reach ambient temperature. At this point the reaction mixture, which appeared as a white suspension, was filtered to remove LiCl, and then all solvents and excess Me2SiCl2 were removed under reduced pressure to leave 11.8 g of pale yellow oil (98% yield).

후처리

  1. customA slightly yellow cream is obtained
  2. customto reach ambient temperature
  3. stirringto improve stirring
  4. temperatureAfter about 1 h the mixture was cooled again to 0° C.
  5. additionwere added to it
  6. additionAt the end of the addition
  7. customto reach ambient temperature
  8. filtrationwas filtered
  9. customto remove LiCl
  10. customall solvents and excess Me2SiCl2 were removed under reduced pressure

출처 및 근거

ORD 기록
ord-e7245a8d3da64edcabd0060a22589099
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07964679B2

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