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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1502190Erstellt: 24. Oktober 2026

Toluene → [3'-(3,6-Diphenylcarbazol-9-yl)biphenyl-3-yloxy]methane

https://huagongshe.com/de/reaction/1502190

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktSodium CarbonateHCID 10340—
Edukt(3-Methoxyphenyl)boronic acidHCID 2734370—
Edukt9-(3-bromophenyl)-3,6-diphenyl-9H-CarbazoleHCID 58142231—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthanolHCID 702—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
Produkt[3'-(3,6-Diphenylcarbazol-9-yl)biphenyl-3-yloxy]methaneHCID 6671706985,4%

Reaktionsschritte

The obtained 9-(3-bromophenyl)-3,6-diphenylcarbazole (3.20 g, 6.75 mmol), 3-methoxyphenylboronic acid (1.54 g, 10.1 mmol) and tetrakis(triphenylphosphine)palladium (0.124 g) were added to a solvent mixture of toluene (30 mL) and ethanol (10 mL). Then, an aqueous solution of sodium carbonate (37.3 g) in distilled water (90 mL) was added the mixture. The resultant mixture was refluxed for 9 hours in a nitrogen atmosphere and then cooled to room temperature. The obtained mixture was diluted with methylene chloride and the insoluble matter was removed through filtration. The organic layer was washed with water and separated. The solvent was evaporated under reduced pressure. The residue was purified through silica gel column chromatography using as an eluent a solvent mixture of methylene chloride/hexane (2/3 by volume), to thereby obtain 2.89 g of [3′-(3,6-diphenylcarbazol-9-yl)biphenyl-3-yloxy]methane.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09206202B2
Quelldatensatzuspto-grants-2015_12
ORD IDord-31d2d8947f3d4766817a5f37423f0bd2
Quellennotizuspto-grants-2015_12