Hydrochloric Acid → 4-Fluorobenzenesulfonyl chloride
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]=1Participants
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
- extractionIt was extracted with chloroform
- washthe organic phase was washed with 50 ml of water and saturated sodium hydrogen carbonate solution
- 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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