Hydrochloric Acid → 2-((Methylsulfonyl)oxy)propanoic acid

HRID 1719368Notes

Reaction equation

HRID 1719368 reaction equation
[OH-].[K+].[CH3:3][S:4]([O:7][CH:8]([CH3:14])[C:9]([O:11]CC)=[O:10])(=[O:6])=[O:5].Cl>O>[CH3:3][S:4]([O:7][CH:8]([CH3:14])[C:9]([OH:11])=[O:10])(=[O:6])=[O:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 3509469Ethyl 2-methylsulfonyloxypropanoate

Product 1

HCID 127615472-((Methylsulfonyl)oxy)propanoic acidYield 95.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5.02 G (89.5 mmol) of potassium hydroxide was dissolved in 50 ml of water and stirred at 10°-20° C. 14.46 G (73.70 mmol) of the ethyl (-)-2-methanesulfonyloxypropionate obtained in Example 1 was added to this, and the mixture was stirred at the same temperature for 5 hours. Concentrated hydrochloric acid was added to bring the pH below 1, and extraction was performed with ethyl acetate (30 ml, 3 times). Anhydrous sodium sulfate and anhydrous magnesium sulfate were added in sequence to dry the extract, which was then vacuum concentrated, and 11.83 g of (-)-2-methanesulfonyloxypropionic acid was obtained in the form of crystals of mp 65°-72° C. Yield 95.4%.

Workup

  1. stirringwas stirred at the same temperature for 5 hours
  2. extractionthe pH below 1, and extraction
  3. additionAnhydrous sodium sulfate and anhydrous magnesium sulfate were added in sequence
  4. customto dry the extract, which
  5. concentrationvacuum concentrated

Sources & evidence

ORD record
ord-2a0a957ddad140f7bd79cb5b7554b0b6
Source dataset
uspto-grants-1985_09
Patent number
US04539420

Reaction notes

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