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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1755525Erstellt: 26. Oktober 2026

Toluene → 7-bromo-9,9-dimethyl-N,N-di-p-tolyl-9H-fluoren-2-amine

https://huagongshe.com/reaction/1755525

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktBenzenamine, 2-methyl-N-(2-methylphenyl)-HCID 136423—
Edukt2,7-Dibromo-9,9-dimethylfluoreneHCID 12123876—
EduktSodium t-butoxideHCID 23676156—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Produkt7-bromo-9,9-dimethyl-N,N-di-p-tolyl-9H-fluoren-2-amineHCID 8671205366,6%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of 2,7-dibromo-9,9-dimethyl-9H-fluorene (31.64 g, 89.87 mmol), ditolylamine (8.865 g, 44.9 mmol), Pd(dppf)Cl2 (1.644 g, 2.25 mmol) and sodium tert-butoxide (10.796 g, 112.3 mmol) in toluene 400 mL was degassed and heated at about 80° C. overnight. The resulting mixture was poured into ethyl acetate (500 mL). After the precipitate was filtered off, the solution was washed with water and brine, dried over Na2SO4, loaded on silica gel and purified by flash column (hexane to hexanes/dichloromethane 99:1 to 95:5 gradients). After removal of solvent and recrystallization in dichloromethane/hexanes, a white solid (Compound 32) was obtained (14.0169 g, in 66.6% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09172051B2
Quelldatensatzuspto-grants-2015_10
ORD IDord-dbcc9cdabf984bc6a8ebafc47ca3c079
Quellennotizuspto-grants-2015_10