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HRID 879916Erstellt: 23. Oktober 2026

1,2-Diaminocyclohexane, trans- → 3-bromo-9-(dibenzo[b,d]furan-2-yl)-9H-carbazole

https://huagongshe.com/de/reaction/879916

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-Diaminocyclohexane, trans-HCID 43806—
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt2-IododibenzofuranHCID 223327—
Edukt3-BromocarbazoleHCID 252446—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt3-bromo-9-(dibenzo[b,d]furan-2-yl)-9H-carbazoleHCID 5851100156,3%

Reaktionsschritte

A mixture of 8.9 g (36.2 mmole) 3-bromo-9H-carbazole, 10.6 g (36.2 mmole) of 2-iododibenzo[b,d]furan, 17.1 g (90 mmole) of copper(I) iodide, 19.1 g (90 mmole) of potassium phosphate, 10.3 g (90 mmole) of trans-1,2-cyclohexanediamine and 1,4-dioxane 700 ml were refluxed under nitrogen for about overnight. Then, the solution was filtered at 110° C. To receive the filtrate, And the 1,4-dioxane was removed under reduced pressure from the filtrate. The filtrate was extracted with 500 ml dichloromethane and 2000 ml water, the organic layer was dried with anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica (hexane-ethyl acetate) to give product 8.4 g (56%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08993130B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-8a9db235b26c47ad9e6e87a852b08f9e
Quellennotizuspto-grants-2015_03