Water → 3,3'-Sulfonylbis(propanoic acid)

HRID 623717Notes

Reaction equation

HRID 623717 reaction equation
[S:1]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])[CH2:2][CH2:3][C:4]([OH:6])=[O:5].[OH:12]OS([O-])=O.[K+].[OH2:18]>C1COCC1>[S:1]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])([CH2:2][CH2:3][C:4]([OH:6])=[O:5])(=[O:12])=[O:18]

Participants

5

Reactant 3

HCID 962Water2×HCID 8096Thiodipropionic AcidHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 805123,3'-Sulfonylbis(propanoic acid)Yield 20%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3,3′-thiodipropanoic acid (1 equivalent) was taken in THF and to it oxone (2 equivalents) taken in water was slowly added and stirred at room temperature for 3 h. The progress of the reaction was monitored by TLC. After completion of the reaction, water was added to the reaction mixture and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and evaporated to dryness to afford the crude product I-14 in 20-30% yield.

Workup

  1. additionwas slowly added
  2. additionwas added to the reaction mixture
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-03d9ba158b1f4900a12390ee3d80b1f1
Source dataset
uspto-grants-2016_04
Patent number
US09303002B2

Reaction notes

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