Hydrochloric Acid → Fluoreneone

HRID 7333

Reaktionsgleichung

Reaktionsgleichung von HRID 7333
C(O[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13](OCCCC)=[C:12](F)[CH:11]=2)=[CH:6][C:5]=1F)C.C([Li])CCC.[C:28](=[O:33])(OC)OC.Cl>CCCCCC.O1CCCC1>[C:28]1(=[O:33])[C:6]2[C:7]([C:10]3[C:11]([CH:5]=2)=[CH:12][CH:13]=[CH:14][CH:15]=3)=[CH:8][CH:9]=[CH:4]1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 12021Dimethyl CarbonateHCID 120674464-Ethoxy-3,3'-difluoro-4'-butoxybiphenylHCID 178418339Butyllithium

Produkt 1

HCID 22281833Fluoreneone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8058HexaneLösungsmittel

Reaktionsbedingungen

Temperatur
-70 °C

Versuchsvorschrift

60 mmol of 4-ethoxy-3,3′-difluoro-4′-butoxybiphenyl (5) are introduced into 200 ml of tetrahydrofuran, and the mixture is cooled to −70° C. 120 mmol of a 1.6 M solution of n-butyllithium in hexane are added dropwise, and the mixture is stirred at this temperature for 2 hours. 60 mmol of dimethyl carbonate are subsequently added rapidly with vigorous stirring, the mixture is stirred at −70° C. for a further hour, allowed to warm to 0° C., hydrolysed with dilute hydrochloric acid and subjected to conventional work-up.

Aufarbeitung

  1. stirringthe mixture is stirred at −70° C. for a further hour

Quellen und Nachweise

ORD-Eintrag
ord-d72ec14bcd7c4423a145eaa149263f3b
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087272B2

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