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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 599837Generated: October 31, 2026

Hydrochloric Acid → 2-Fluoro-1-methyl-3-nitrobenzene

https://huagongshe.com/reaction/599837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCesium fluorideHCID 25953—
Reactant2-Chloro-3-nitrotolueneHCID 77591—
SolventDimethyl SulfoxideHCID 679—
Product2-Fluoro-1-methyl-3-nitrobenzeneHCID 1347095782%

Reaction Conditions

Temperature140 °C

Reaction Steps

Cesium fluoride (97.5 g, 642 mmol) was added under nitrogen atmosphere to a solution of 2-chloro-1-methyl-3-nitrobenzene (73.4 g, 428 mmol) in DMSO (185 ml), and the mixture was stirred at 140° C. for 10 hours. The reaction mixture was then poured into 0.5N hydrochloric acid and extracted twice with ethyl acetate. The organic extract was washed with saturated saline and dried over magnesium sulfate. A crude product was obtained by vacuum concentration, and then purified by reduced-pressure distillation (boiling point: 118° C. to 122° C./15 mm Hg) to yield the title compound (54.4 g, 82%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897792B2
Source datasetuspto-grants-2011_03
ORD IDord-cea43cac31684d89ae2ef4df3bbf113c
Source noteuspto-grants-2011_03