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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2211349Generated: November 2, 2026

2-Chlorotoluene → 2-Chloro-1-fluoro-4-nitrobenzene

https://huagongshe.com/reaction/2211349

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChlorotolueneHCID 7238—
Reactant1,2-Dichloro-4-nitrobenzeneHCID 7443—
ReactantStearyltrimethylammonium chlorideHCID 8155—
ReactantPotassium FluorideHCID 522689—
Product1,2-Dichloro-4-nitrobenzeneHCID 7443—
Product2-Chloro-1-fluoro-4-nitrobenzeneHCID 6768879%

Reaction Conditions

Temperature180 °C

Reaction Steps

100 g of octadecyltrimethylammonium chloride are dissolved at 60° C. in 2900 g (15.1 mol) of 3,4-dichloronitrobenzene. 100 g of 2-chlorotoluene are added to the solution. After addition of 825 g (14.2 mol) of potassium fluoride, the resulting suspension is heated for 11 hours at 180° C. During this time, some of the 2-chlorotoluene is continuously distilled off. The reaction suspension is then quickly filtered off using suction, the filter cake is washed with 2-chlorotoluene and the combined filtrates are fractionated in vacuo. In this manner 1966 g (79% of theory) of 3-chloro-4-fluoronitrobenzene and 340 g of unreacted 3,4-dichloronitrobenzene are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05463148
Source datasetuspto-grants-1995_10
ORD IDord-3df9ec8c0d1444d6a421c39835a817b6
Source noteuspto-grants-1995_10