Hexane → HCID 19779341, compound

HRID 2082039Notes

Reaction equation

HRID 2082039 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([O:12][C:13]([F:18])([F:17])[CH:14]([F:16])[F:15])[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=1Cl.[F-:19].[Cs+].S1(CCCC1)(=O)=O.CCCCCC>O>[Cl:1][C:2]1[CH:3]=[C:4]([O:12][C:13]([F:18])([F:17])[CH:14]([F:16])[F:15])[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=1[F:19]

Participants

6

Reactant 4

HCID 8058HexaneHCID 25953Cesium fluorideHCID 31347SulfolaneHCID 19779388HCID 19779388, compound

Product 1

HCID 19779341HCID 19779341, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
110 °C

Procedure

3,4-Dichloro-5-nitro-(1',1',2',2'-tetrafluoroethoxy)-benzene (6.4 g) was added to a pre-dried solution of caesium fluoride (4.9 g) and sulpholane (70 ml). The stirred reaction mixture was then heated to 110° C. for a total of 27 hours. After allowing to cool to the ambient temperature, the reaction mixture was diluted with water and poured into hexane. The organic layer was water washed, dried over anhydrous magnesium sulphate, and the solvent removed by evaporation under reduced pressure to give 3-chloro-4-fluoro-5-nitro-(1',1',2', 2'-tetrafluoroethoxy)-benzene as an orange oil. 1H NMR δ(CDCl3): 7.85(1H,m), 7.62(1H,m), 5.95(1H,tt).

Workup

  1. customThe stirred reaction mixture
  2. temperatureto cool to the ambient temperature
  3. washwashed
  4. dry with materialdried over anhydrous magnesium sulphate
  5. customthe solvent removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-2f7fc40b333540fdb5f46b6876c9a11e
Source dataset
uspto-grants-1993_02
Patent number
US05187176

Reaction notes

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