Carbazole → HCID 67994508, Verbindung

HRID 2045740Notizen

Reaktionsgleichung

C([N:4]1[C:16]2[CH:15]=[CH:14][C:13](I)=[CH:12][C:11]=2[C:10]2[C:5]1=[CH:6][CH:7]=[C:8](I)[CH:9]=2)(=O)C.[CH:19]1[C:31]2[NH:30][C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[C:23]=2[CH:22]=[CH:21][CH:20]=1>[Cu]=O>[C:28]1([C:13]2[CH:14]=[CH:15][C:16]3[NH:4][C:5]4[C:10]([C:11]=3[CH:12]=2)=[CH:9][C:8]([C:6]2[C:5]3[NH:4][C:16]5[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=5)[C:10]=3[CH:9]=[CH:8][CH:7]=2)=[CH:7][CH:6]=4)[C:29]2[NH:30][C:31]3[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:24]=2[CH:25]=[CH:26][CH:27]=1

Komponenten

Reaktionsbedingungen

Temperatur: 170 °C

Versuchsvorschrift

A mixture of 2.0 g of 9-acetyl-3,6-diiodocarbazole and 1.1 g of carbazole were stirred together in 20 ml N,N′-dimethylacetamide. To this was added 0.8 g of copper oxide and heated to 170° C. for 24 h. The reaction was quenched with water and the solid was filtered, washed with methanol, and dried under vacuum. The solid (3 g) was then taken up for further deprotection using 0.6 g KOH with THF (3 ml), methanol (6 ml) and water (6 ml) at reflux temperature. The reaction mixture was then extracted using ethyl acetate; and the organic layer was dried over anhydrous sodium sulfate and evaporated to dryness under vacuum. Subsequent silica gel column chromatography using toluene:hexane (1:2) as eluent, yielded 1.5 g of 3,6-dicarbazolylcarbazole.

Aufarbeitung

customThe reaction was quenched with water
filtrationthe solid was filtered
washwashed with methanol
customdried under vacuum
temperatureat reflux temperature
extractionThe reaction mixture was then extracted
dry with materialand the organic layer was dried over anhydrous sodium sulfate
customevaporated to dryness under vacuum

Quellen und Nachweise

ORD-Eintrag: ord-b4c553f3dd4e4ea9b0a070a98075836e
Quelldatensatz: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08592055B2

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