Phosphorus pentachloride → 4-(Methylsulfonyl)benzenemethanesulfonyl chloride

HRID 1159468Notes

Reaction equation

HRID 1159468 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][S:12]([OH:15])(=O)=[O:13])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[Na].P(Cl)(Cl)(Cl)(Cl)[Cl:18]>C(Cl)(Cl)Cl>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][S:12]([Cl:18])(=[O:15])=[O:13])=[CH:7][CH:6]=1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 24819Phosphorus pentachlorideHCID 5360545SodiumHCID 17973788(4-Methanesulfonyl-phenyl)-methanesulfonic acid

Product 1

HCID 219624184-(Methylsulfonyl)benzenemethanesulfonyl chloride

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To the title A compound, (4-methanesulfonyl-phenyl)-methanesulfonic acid, sodium salt is added PCl5 (10 g) in 200 mL of chloroform and the mixture is stirred for 48 h. The solids are filtered off, the chloroform is removed by evaporation, and the residue is triturated with hexanes, and the solids are collected by filtration to afford (4-methanesulfonyl-phenyl)-methanesulfonyl chloride.

Workup

  1. filtrationThe solids are filtered off
  2. customthe chloroform is removed by evaporation
  3. customthe residue is triturated with hexanes
  4. filtrationthe solids are collected by filtration

Sources & evidence

ORD record
ord-825b500b5e5f4abaaab796bd4af3530e
Source dataset
uspto-grants-2010_10
Patent number
US07812167B2

Reaction notes

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