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Iodine → Dithienyldimethoxysilane

HRID 44127
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HRID 44127 반응식
[Mg].Br[C:3]1[S:4][CH:5]=[CH:6][CH:7]=1.II.[CH3:10][O:11][Si:12](OC)(OC)[O:13][CH3:14]>O1CCCC1>[S:4]1[CH:5]=[CH:6][CH:7]=[C:3]1[Si:12]([C:3]1[S:4][CH:5]=[CH:6][CH:7]=1)([O:13][CH3:14])[O:11][CH3:10]
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참가 물질

6

반응물 4

HCID 807IodineHCID 12682TetramethoxysilaneHCID 138512-Bromothiophene2회HCID 5462224Magnesium

생성물 1

HCID 89573734Dithienyldimethoxysilane

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

With protection of nitrogen gas, 3.50 g magnesium powder, 1.30 g bromothiophene and 20 ml tetrahydrofuran were added to a 250 ml three-necked flask equipped with a stirrer, a reflux condenser tube and a thermometer. After the mixed system was refluxed for 0.5 hour, 0.26 g iodine was added until the reaction got severe. After the reaction was stable, a mixed solution of 20.74 g bromothiophene, 60 ml tetrahydrofuran and 9.99 g tetramethoxysilane was added dropwise from an upper part of tube within about 2 hours. After being heated with stirring and refluxing for 5 hours, the mixed system was slowly cooled to room temperature, filtered by a filter tube with protection of nitrogen gas, and the solid substance was washed with tetrahydrofuran several times. The resulting filtrate was subjected to distillation at normal pressure and solvent recovery, and then subjected to distillation at reduced pressure. The product at 130° C. to 131° C. and 25 mmHg column pressure were collected. Te infrared spectrum and 13C nuclear magnetic resonance spectrum of the synthesized compound are substantially identical with that in FIG. 1 and FIG. 2. The infrared spectrum preliminarily approves the occurrence of the synthetic reaction, and the 13C nuclear magnetic resonance spectrum effectively demonstrates the formation of the product.

후처리

  1. customequipped with a stirrer, a reflux condenser tube
  2. temperatureAfter the mixed system was refluxed for 0.5 hour
  3. temperatureAfter being heated
  4. temperaturerefluxing for 5 hours
  5. filtrationfiltered by a filter tube with protection of nitrogen gas
  6. washthe solid substance was washed with tetrahydrofuran several times
  7. distillationThe resulting filtrate was subjected to distillation at normal pressure and solvent recovery
  8. distillationsubjected to distillation at reduced pressure
  9. customThe product at 130° C. to 131° C. and 25 mmHg column pressure were collected
  10. customthe occurrence of the synthetic reaction

출처 및 근거

ORD 기록
ord-3b52f5fac0984de3bbfa608528c21433
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08541332B2

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