Bromobenzene → HCID 12724477, Verbindung

HRID 1198313Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1198313
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([Li])CCC.CCCCCC.[C:19]1([C:25]2[CH2:29][CH2:28][C:27](=O)[CH:26]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>O1CCCC1.O.CO>[C:2]1([C:27]2[CH2:28][CH:29]=[C:25]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:26]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

8

Edukt 4

HCID 7961BromobenzeneHCID 8058HexaneHCID 774223-Phenyl-2-cyclopenten-1-oneHCID 178418339Butyllithium

Produkt 1

HCID 12724477HCID 12724477, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel3×

Versuchsvorschrift

A mixture of 7.9 g (0.050 mole) of bromobenzene in 15 ml tetrahydrofuran was slowly added to a mixture of 34 ml of a solution of n-butyllithium in hexane (1.6 mole/liter, 0.055 mole n-butyllithium) and 40 ml of tetrahydrofuran at -80° C. At -40° C., 4.7 g (0.030 mole) of 3-phenylcyclopent-2-en-1-one in a small amount of tetrahydrofuran, was slowly added to the mixture. The resultant mixture was allowed to reach room temperature. Methanol and water were added. The 1,3-diphenylcyclopentadiene formed was recovered by extraction and crystallization.

Aufarbeitung

  1. customto reach room temperature

Quellen und Nachweise

ORD-Eintrag
ord-c2810afea1874cc98d72b106ce696407
Quelldatensatz
uspto-grants-1994_01
Patentnummer
US05279999

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