Thionyl Chloride → 3-(2-Chloroethanesulfonyl)propanoyl chloride

HRID 436721Notes

Reaction equation

HRID 436721 reaction equation
[Cl:1][CH2:2][CH2:3][S:4]([CH2:7][CH2:8][C:9]([OH:11])=O)(=[O:6])=[O:5].S(Cl)([Cl:14])=O>>[Cl:1][CH2:2][CH2:3][S:4]([CH2:7][CH2:8][C:9]([Cl:14])=[O:11])(=[O:6])=[O:5]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 51037803884-76-2

Product 1

HCID 136683973-(2-Chloroethanesulfonyl)propanoyl chloride

Procedure

50 grams of β-(β-chloroethanesulfonyl)propionic acid and 150 ml of thionyl chloride were heated under refluxing for about 2 hours, excess thionyl chloride distilled off under reduced pressure, and the residue recrystallized from anhydrous benzene to give 46 g of white β-(β-chloroethanesulfonyl)propionyl chloride, m.p. 73°-5° C.

Workup

  1. temperatureunder refluxing for about 2 hours
  2. distillationexcess thionyl chloride distilled off under reduced pressure
  3. customthe residue recrystallized from anhydrous benzene

Sources & evidence

ORD record
ord-b194dbcd85c14856b75b951986eb1cd4
Source dataset
uspto-grants-1977_06
Patent number
US04028320

Reaction notes

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