Chlorosulfonic acid → 4-(4-Fluorophenoxy)benzenesulphonyl chloride

HRID 380576Notes

Reaction equation

HRID 380576 reaction equation
[Cl:1][S:2]([OH:5])(=O)=[O:3].[F:6][C:7]1[CH:19]=[CH:18][C:10]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:9][CH:8]=1>>[F:6][C:7]1[CH:19]=[CH:18][C:10]([O:11][C:12]2[CH:17]=[CH:16][C:15]([S:2]([Cl:1])(=[O:5])=[O:3])=[CH:14][CH:13]=2)=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 676141-Fluoro-4-phenoxybenzene

Product 1

HCID 27827574-(4-Fluorophenoxy)benzenesulphonyl chloride

Procedure

Chlorosulfonic acid (26 mL, 0.392 mole) was added dropwise to ice-cooled 4-fluorophenoxybenzene (36.9 grams, 0.196 mole) with mechanical stirring. When addition was complete, the mixture was stirred at room temperature for 4 hours. The mixture was then poured into ice water. The product, 4-(4fluorophenoxy)benzene-sulfonylchloride (18.6 grams, 33%) was collected by filtration and dried in the air.

Workup

  1. additionWhen addition
  2. filtrationThe product, 4-(4fluorophenoxy)benzene-sulfonylchloride (18.6 grams, 33%) was collected by filtration
  3. customdried in the air

Sources & evidence

ORD record
ord-898bb86d44ea4240af4005770c33b47d
Source dataset
uspto-grants-2001_10
Patent number
US06303636B1

Reaction notes

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