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Methanol → 1-allyl-2-(4-ethynyl-phenyl)-1,1,2,2-tetramethyl-disilane

HRID 852978
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 852978
CO.[OH-].[K+].[CH2:5]([Si:8]([CH3:25])([CH3:24])[Si:9]([CH3:23])([CH3:22])[C:10]1[CH:15]=[CH:14][C:13]([C:16]#[C:17][Si](C)(C)C)=[CH:12][CH:11]=1)[CH:6]=[CH2:7]>Cl>[CH2:5]([Si:8]([CH3:24])([CH3:25])[Si:9]([C:10]1[CH:15]=[CH:14][C:13]([C:16]#[CH:17])=[CH:12][CH:11]=1)([CH3:23])[CH3:22])[CH:6]=[CH2:7]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 887Methanol2×HCID 14797Potassium HydroxideHCID 12184054HCID 12184054, Verbindung

Produkt 1

HCID 121840551-allyl-2-(4-ethynyl-phenyl)-1,1,2,2-tetramethyl-disilaneAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

45 mL of methanol containing 1.98 g (30 mmol) of potassium hydroxide was added to 45 mL of methanol containing 9.92 g (30 mmol) of 1-allyl-1,1,2,2-tetramethyl-2-(4-trimethylsilanylethynylphenyl) disilane to obtain a mixture, which was stirred for 30 minutes at a temperature of 0° C. Further, the resultant solution was turned acidic by adding 30 mL of 1M hydrochloric acid thereto and subjected to extraction using ether. The organic layer thus created was then washed with saturated sodium hydrogen carbonate and also with saturated brine and dried using magnesium sulfate as a desiccating agent. After the desiccating agent was removed by filtration, the solvent was removed by a rotary evaporator to obtain a crude product, which was then purified by silica gel column chromatography (developing solvent: hexane) to obtain 5.03 g (19.44 mmol) of 1-allyl-2-(4-ethynyl-phenyl)-1,1,2,2-tetramethyl-disilane (4a) which was colorless and oily. The yield was 65%.

Aufarbeitung

  1. customto obtain a mixture, which
  2. extractionsubjected to extraction
  3. washThe organic layer thus created was then washed with saturated sodium hydrogen carbonate and also with saturated brine
  4. customdried
  5. customAfter the desiccating agent was removed by filtration
  6. customthe solvent was removed by a rotary evaporator
  7. customto obtain a crude product, which
  8. customwas then purified by silica gel column chromatography (developing solvent: hexane)

Quellen und Nachweise

ORD-Eintrag
ord-a8902f30c57c4a8e9913fe1a45c98ffc
Quelldatensatz
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07253243B2

Notizen zur Reaktion

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