1-Chloro-2-nitrobenzene → 1-Fluoro-2-nitrobenzene

HRID 2396432

Reaktionsgleichung

Reaktionsgleichung von HRID 2396432
[F-:1].[K+].CC(CC(O)CO)C.Cl[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N+:18]([O-:20])=[O:19].C1(C)C(C)=CC=CC=1>[Cl-].C[N+](C)(C)C>[F:1][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N+:18]([O-:20])=[O:19]

Komponenten

6

Edukt 4

HCID 69451-Chloro-2-nitrobenzeneHCID 7237O-XyleneHCID 911714-Methylpentane-1,2-diolHCID 522689Potassium Fluoride

Produkt 1

HCID 738951-Fluoro-2-nitrobenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6379Tetramethylammonium chlorideKatalysator

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

In a 2 liter flange flask and fitted with a distillation bridge and impeller stirrer, 290.5 g (5.0 mol) of potassium fluoride, 71.1 g (0.1 mol) of trimethyl(ethoxypolyoxypropyl)ammonium chloride, 11.0 g (0.1 mol) of tetramethylammonium chloride and 17.7 g (0.035 mol) of polyethylene glycol dimethyl ether 500 were introduced at 120° C. into the melt of 630 g (4.0 mol) of 2-chloronitrobenzene. Subsequently, the mixture was azeotropically dried using 100 g (0.94 mol) of xylene and the reaction mixture was stirred for 28 hours at a temperature of 150° C. Amount of 2-fluoronitrobenzene formed: after 6 hours: 36 GC area-%. after 28 hours: 74 GC area-%.

Aufarbeitung

  1. customSubsequently, the mixture was azeotropically dried

Quellen und Nachweise

ORD-Eintrag
ord-0b691696bfe941abaf71715355a8db72
Quelldatensatz
uspto-grants-1996_02
Patentnummer
US05492875

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