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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 921601Erstellt: 23. Oktober 2026

Carbazole → 9-(3-bromophenyl)-3,6-diphenyl-9H-Carbazole

https://huagongshe.com/de/reaction/921601

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCarbazoleHCID 6854—
EduktBenzene, 1-bromo-3-iodo-HCID 11561—
EduktSodium t-butoxideHCID 23676156—
KatalysatorFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Produkt9-(3-bromophenyl)-3,6-diphenyl-9H-CarbazoleHCID 58142231—

Reaktionsschritte

Mix together 0.4 g Pd2DBA3 and 0.4 g DPPF and 4.3 g sodium t-butoxide and dissolve into 200 mL xylenes in glove box. Stir 15 mins then add 25 g of 3-iodo-bromobenzene. Stir 15 mins then add 10 g carbazole and the mix brought to reflux. Reflux o/n. using an air condensor. Solution immediately is dark purple/brown but on reaching ˜80 C. it is dark reddish brown and cloudy. After heating close to reflux overnight, the solution is dark brown and clear. Evaporated outside the glove box in rotovap and then dissolved in DCM and extracted (soxhlet) through a bed of silica and basic alumina (stacked in soxhlet) using DCM. Collect dark orange solution and evaporate to dryness. Leaves a dark orange oil. Wash with methanol and then dissolve into ether and reprecipitate with methanol.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09276217B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-c1a5272316a74904a40229974293cdfc
Quellennotizuspto-grants-2016_03