O-Xylene → 1-Chloro-2-fluoro-3-nitrobenzene

Reaktionsgleichung

CC(CC(O)CO)C.[F-:9].[K+].Cl[C:12]1[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][C:13]=1[N+:19]([O-:21])=[O:20].C1(C)C(C)=CC=CC=1>>[Cl:18][C:17]1[C:12]([F:9])=[C:13]([N+:19]([O-:21])=[O:20])[CH:14]=[CH:15][CH:16]=1

Komponenten

Edukt 4

HCID 7237O-Xylene

HCID 185552,3-Dichloronitrobenzene

HCID 911714-Methylpentane-1,2-diol

HCID 522689Potassium Fluoride

Produkt 1

HCID 750161-Chloro-2-fluoro-3-nitrobenzene

Reaktionsbedingungen

Temperatur: 150 °C

Versuchsvorschrift

In a 1-liter flange flask fitted with a distillation bridge and stirrer, 29 g (0.06 mol) of polyethylene glycol dimethyl ether 500 and 139 g (2.4 mol) of potassium fluoride were introduced at 120° C. into the melt of 576 g (3.0 mol) of 2,3-dichloronitrobenzene. Subsequently, 20 g (0.19 mol) of xylene were added and the reaction suspension was azeotropically dried by application of a vacuum of 60 mbar and heating to 150° C. After the xylene had been distilled off, the distillation bridge was replaced by a reflux condenser, the reaction suspension was heated to 190° C. and stirred for 6 hours at this temperature. Amount of 3-chloro-2-fluoronitrobenzene formed: 11 GC area-% after 6 hours.