1-Chloro-2-nitrobenzene → Nitrobenzene

HRID 1577355Notes

Reaction equation

HRID 1577355 reaction equation
[F-:1].[K+].[Br-].C([N+](CCCC)(CCCC)CCCC)CCCCCCCCCC.Cl[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[N+:35]([O-:37])=[O:36]>>[F:1][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[N+:35]([O-:37])=[O:36].[N+:35]([C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:29]=1)([O-:37])=[O:36]

Participants

5

Reactant 3

HCID 69451-Chloro-2-nitrobenzeneHCID 522689Potassium FluorideHCID 20572340HCID 20572340, compound

Product 2

HCID 7416NitrobenzeneYield 0.4%HCID 738951-Fluoro-2-nitrobenzene

Conditions

Temperature
145 °C

Procedure

Potassium fluoride (69.6 g; 1.2 mole) and undecyltributylammonium bromide (25.2 g; 0.06 mole) were added to molten 2-chloronitrobenzene (157.5 g; 1.0 mole). After stirring at 145° C. for 24 hours and a similar work-up to Example 1, 2-fluoronitrobenzene was obtained in 84.6% yield, together with 0.4% nitrobenzene.

Sources & evidence

ORD record
ord-1a0ad1111ab4410b83f7684a64bd4262
Source dataset
uspto-grants-1981_09
Patent number
US04287374

Reaction notes

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