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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2260452Generated: November 1, 2026

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

https://huagongshe.com/reaction/2260452

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-2-nitrobenzeneHCID 6945—
ReactantO-XyleneHCID 7237—
ReactantPotassium FluorideHCID 522689—
CatalystTetramethylammonium chlorideHCID 6379—
Product1-Fluoro-2-nitrobenzeneHCID 7389563%

Reaction Conditions

Temperature150 °C

Reaction Steps

In a 2-liter flange flask fitted with a distillation bridge and impeller stirrer, 348.6 g (6.0 mol) of potassium fluoride, 71.1 g (0.1 mol) of trimethyl (ethoxypolyoxypropyl)ammonium chloride and 23.5 g (0.21 mol) of tetramethylammonium chloride were introduced at 120° C. into the melt of 939 g (6.0 mol) of 2-chloronitrobenzene. Subsequently, 100 g (0.38 mol) of xylene were added and the reaction suspension was heated to 150° C., the xylene was removed under reduced pressure and the mixture was stirred for 21 hours at this temperature. Subsequently, the reaction suspension was cooled to 70° C. and filtered with suction. The salts separated off were washed twice with a total of 360 g of xylene and the combined organic phases were fractionated. 356 g (63% of theory) of 2-fluoronitrobenzene were isolated. Amount of 2-fluoronitrobenzene formed, according to GC analysis:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05476976
Source datasetuspto-grants-1995_12
ORD IDord-c125a126ad5f4e8da58d13db9c88909e
Source noteuspto-grants-1995_12