9-(2-bromoethyl)-9H-fluorene → HCID 86752827, Verbindung

HRID 1955286

Reaktionsgleichung

Reaktionsgleichung von HRID 1955286
[CH:1]([C:3]1[CH:15]=[CH:14][C:13]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH2:6][C:5]=2[CH:4]=1)=[CH2:2].C([Li])CCC.Br[CH2:22][CH2:23][CH:24]1[C:36]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[C:30]2[C:25]1=[CH:26][CH:27]=[CH:28][CH:29]=2>C(OCC)C>[CH:1]([C:3]1[CH:15]=[CH:14][C:13]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH2:6][C:5]=2[C:4]=1[C:24]1([CH2:23][CH3:22])[C:36]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[C:30]2[C:25]1=[CH:26][CH:27]=[CH:28][CH:29]=2)=[CH2:2]

Komponenten

5

Edukt 3

HCID 110002159-(2-bromoethyl)-9H-fluoreneHCID 110416072-ethenyl-9H-fluoreneHCID 178418339Butyllithium

Produkt 1

HCID 86752827HCID 86752827, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To 1.15 g (6.0 mmol) 2-vinylfluorene in 100 mL diethyl ether was added 3.75 mL (6.0 mmol) n-butyllithium (1.6M in hexane). The reaction mixture was stirred for 4 hours at room temperature. Then 1.64 g (6.0 mmol) 1-bromo-2-(9-fluorenyl)ethane was added and the mixture was stirred for 14 hours at room temperature. The precipitate was removed by filtration, washed with methanol, filtered with pentane using silica gel 60, and concentrated by evaporation under vacuum. The yield was 1.69 g (73%) 1-(9-(2-vinyl)fluorenyl)-2-(9-fluorenyl)ethane as a colorless solid.

Aufarbeitung

  1. stirringthe mixture was stirred for 14 hours at room temperature
  2. customThe precipitate was removed by filtration
  3. washwashed with methanol
  4. filtrationfiltered with pentane
  5. concentrationconcentrated by evaporation under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-188e5440bfd343b7bbf8113769096646
Quelldatensatz
uspto-grants-2000_09
Patentnummer
US06124414

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