2,5-Dichloronitrobenzene → 4-Chloro-1-fluoro-2-nitrobenzene

HRID 1078053

Reaction equation

HRID 1078053 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[Cl-].C([N+](C)(C)C)CCCCCCCCCCCCCCCCC.[F-:35].[K+]>>[F:35][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]

Participants

5

Reactant 3

HCID 69772,5-DichloronitrobenzeneHCID 8155Stearyltrimethylammonium chlorideHCID 522689Potassium Fluoride

Product 2

HCID 69772,5-DichloronitrobenzeneYield 29.7%HCID 676604-Chloro-1-fluoro-2-nitrobenzeneYield 72.3%

Procedure

2020 g (10.5 mol) of 2,5-dichloronitrobenzene, 70 g (0.2 mol) of octadecyltrimethylammonium chloride and 580 g (10.0 mol) of potassium fluoride were reacted analogously to Example 1. 936 g (72.3%, relative to 2,5-dichloronitrobenzene converted) of 2-fluoro-5-chloronitrobenzene and 600 g (29.7%, relative to 2,5-dichloronitrobenzene employed) of unreacted 2,5-dichloronitrobenzene were obtained.

Sources & evidence

ORD record
ord-241e020c2e9147949a0199531b862515
Source dataset
uspto-grants-1996_08
Patent number
US05545768

Linked notes

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