Potassium Carbonate → Fluorene

HRID 720226

Reaktionsgleichung

Reaktionsgleichung von HRID 720226
C([SiH2]C1C=CC=CC=1)CCC.C([C:20]1(CCCCCCCC)[C:32]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[C:26]2[C:21]1=[CH:22][CH:23]=[CH:24][CH:25]=2)CCCCCCC.[B].BrC1C=CC2C3C(=CC(Br)=CC=3)C(CCCCCCCC)(CCCCCCCC)C=2C=1.C(=O)([O-])[O-].[K+].[K+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1(C)C=CC=CC=1.O.C1COCC1>[CH:22]1[C:21]2[CH2:20][C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[C:26]=2[CH:25]=[CH:24][CH:23]=1

Komponenten

10

Edukt 5

HCID 11430Potassium CarbonateHCID 52153212,7-Dibromo-9,9-di-n-octylfluoreneHCID 5462311BoronHCID 162138639,9-Dioctyl-9H-fluoreneHCID 102466365Butylphenylsilane2×

Produkt 1

HCID 6853Fluorene

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Under a nitrogen gas atmosphere, 289 mg (0.235 mmol) of butylphenylsilane (compound 14), 750 mg (1.17 mmol) of 9,9-dioctylfluorene with boron structures introduced onto the 2 and 7 positions, 515 mg (0.935 mmol) of 2,7-dibromo-9,9-dioctylfluorene, 2.22 g (16.1 mmol) of potassium carbonate, 15 ml of THF and 8 ml of distilled water were added to a 100 ml three-necked flask equipped with a reflux condenser, and this mixture was heated to 60° C. After the dissolution of the substrate was confirmed, one full spatula of tetrakis(triphenylphosphine)palladium was added, and the mixture was heated and agitated for approximately 48 hours. When toluene was added following cooling and the solvent was distilled away as far as possible, a high-viscosity substance was obtained.

Aufarbeitung

  1. additionwere added to a 100 ml three-necked flask
  2. customequipped with a reflux condenser
  3. dissolutionAfter the dissolution of the substrate
  4. temperaturethe mixture was heated
  5. temperaturefollowing cooling
  6. distillationthe solvent was distilled away as far as possible, a high-viscosity substance
  7. customwas obtained

Quellen und Nachweise

ORD-Eintrag
ord-260e3a72b2ae429187c42cf0bdb4e5f1
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07135242B2

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