Phosphorus oxychloride → Ethyl (chlorosulfonyl)acetate

HRID 553463

Reaction equation

HRID 553463 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][S:7]([OH:10])(=O)=[O:8])=[O:5])[CH3:2].O=P(Cl)(Cl)[Cl:13]>>[CH2:1]([O:3][C:4]([CH2:6][S:7]([Cl:13])(=[O:10])=[O:8])=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 12216623Ethyl sulfoacetate

Product 1

HCID 12225100Ethyl (chlorosulfonyl)acetateYield 80%

Conditions

Temperature
125 °C

Procedure

A mixture of (ethoxycarbonyl)methanesulfonic acid (10 g, 60 mmol.) and POCl3 (45 mL) was heated at 125° C. for 5 h. The mixture was cooled and filtered, and excess POCl3 was removed to give crude (ethoxycarbonyl)methanesulfonyl chloride (8.1 g, 80%) used directly without purification.

Workup

  1. temperatureThe mixture was cooled
  2. filtrationfiltered
  3. customexcess POCl3 was removed

Sources & evidence

ORD record
ord-145e8909bddf407fb3c521a421fdb0af
Source dataset
uspto-grants-2011_11
Patent number
US08048862B2

Linked notes

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