Cesium fluoride → 1,2-Difluoro-4-nitrobenzene

HRID 903816Notes

Reaction equation

Cl[C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1[F:8].[F-:12].[Cs+].[F-].[K+].C1S(=O)(=O)CCC1>>[F:12][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1[F:8]

Participants

Reactant 4

HCID 25953Cesium fluoride

HCID 31347Sulfolane

HCID 676882-Chloro-1-fluoro-4-nitrobenzene

HCID 522689Potassium Fluoride

Product 1

HCID 1230531,2-Difluoro-4-nitrobenzeneYield 10.3%

Procedure

1,500 parts of 3-chloro-4-fluoronitrobenzene, 25 parts of cesium fluoride and 1,000 parts of potassium fluoride are heated in 1,500 parts of tetramethylenesulfone for 16 hours at 230° C. The mixture is worked up as described in Example 1(a). 139 parts (10.3% of theory) of 3,4-difluoronitrobenzene of boiling point 54° C./1 mm Hg are obtained.

Sources & evidence

ORD record: ord-b13723a9ad2d471ab1365bff10d235c1
Source dataset: uspto-grants-1980_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04229365

Reaction notes

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