Hydrochloric Acid → 4-Fluorobenzenesulfonyl chloride

HRID 582845Notes

Reaction equation

HRID 582845 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[Cl:9][S:10](O)(=[O:12])=[O:11]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:10]([Cl:9])(=[O:12])=[O:11])=[CH:4][CH:3]=1

Participants

4

Procedure

The potassium salt of fluorobenzene-2,4-disulfonic acid can be obtained in accordance with the following working procedure: 93.3 ml (1 mol) of fluorobenzene were added dropwise to 200 ml of chlorosulfonic acid over one hour. When the evolution of hydrogen chloride had ceased, the reaction mixture was stirred at room temperature for 2 hours and then poured onto 300 g of ice. It was extracted with chloroform, and the organic phase was washed with 50 ml of water and saturated sodium hydrogen carbonate solution. Distillation of the organic phase in vacuo gave 175 g (90% of theory) of p-FC6H4SO2Cl (boiling point: 86 to 88° C. at 0.1 mbar; melting point: 35 to 38° C.).

Workup

  1. extractionIt was extracted with chloroform
  2. washthe organic phase was washed with 50 ml of water and saturated sodium hydrogen carbonate solution
  3. distillationDistillation of the organic phase in vacuo

Sources & evidence

ORD record
ord-6490f3c467ec458abee2ff1e87649490
Source dataset
uspto-grants-1999_07
Patent number
US05925785

Reaction notes

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