Chlorosulfonic acid → 2-Fluoro-5-(2-oxo-propyl)-benzenesulfonyl chloride

HRID 601614Notes

Reaction equation

HRID 601614 reaction equation
[Cl:1][S:2]([OH:5])(=O)=[O:3].[F:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14](=[O:16])[CH3:15])=[CH:9][CH:8]=1>>[F:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][C:14](=[O:16])[CH3:15])=[CH:11][C:12]=1[S:2]([Cl:1])(=[O:5])=[O:3]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 521187(4-Fluorophenyl)acetone

Product 1

HCID 858617322-Fluoro-5-(2-oxo-propyl)-benzenesulfonyl chloride

Procedure

To a stirred flask of chlorosulphonic acid (344 g, 2.96 mol) cooled to −10° C. is added dropwise 1-(4-fluoro-phenyl)-propan-2-one (10 g, 65 mmol). The reaction mixture is left stirring at room temperature overnight and then poured carefully onto ice. The resultant solution is extracted with ethyl acetate and the organic extracts combined, dried (MgSO4) and concentrated in vacuo to yield the titled compound.

Workup

  1. waitThe reaction mixture is left
  2. additionpoured carefully onto ice
  3. extractionThe resultant solution is extracted with ethyl acetate
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2829276b9dfd4f709ad209f0573e4351
Source dataset
uspto-grants-2011_03
Patent number
US07902375B2

Reaction notes

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