Hydrofluoric Acid → 2,2,3,3-Tetrafluoro-2,3-dihydro-1,4-benzodioxine

HRID 2211283Notes

Reaction equation

HRID 2211283 reaction equation
[FH:1].[Sb](Cl)(Cl)(Cl)(Cl)Cl.Cl[C:9]1([F:21])[O:14][C:13]2[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=2[O:11][C:10]1([F:20])[F:19]>C(Cl)Cl>[F:1][C:9]1([F:21])[O:14][C:13]2[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=2[O:11][C:10]1([F:20])[F:19]

Participants

5

Reactant 3

HCID 14917Hydrofluoric Acid2×HCID 24294Antimony pentachlorideHCID 10857112HCID 10857112, compound

Product 1

HCID 27765882,2,3,3-Tetrafluoro-2,3-dihydro-1,4-benzodioxine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

500 ml of hydrogen fluoride, 5 ml of antimony pentachloride and 150 g of 2-chloro-2,3,3-trifluorobenzodioxane were heated in a closed vessel for 6 hours at 40° C., excess hydrogen fluoride was then drawn off, and the residue was taken up in methylene chloride, rendered alkaline and stem-distilled. The re-distillation gave 27 g of 2,2,3,3-tetrafluorobenzodioxane having a boiling point from 142° to 146° C. at 1020 mbar.

Workup

  1. distillationstem-distilled
  2. distillationThe re-distillation

Sources & evidence

ORD record
ord-fd4549f3c4834760b5ce92861b69b44f
Source dataset
uspto-grants-1995_10
Patent number
US05463088

Reaction notes

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