Hydrochloric Acid → Propanoic acid, 2-methyl-3-(methylsulfonyl)-, (S)-

HRID 2259841Notes

Reaction equation

HRID 2259841 reaction equation
C([O:5][C:6](=[O:14])[C@H:7]([CH3:13])[CH2:8][S:9]([CH3:12])(=[O:11])=[O:10])(C)(C)C.Cl>O1CCOCC1>[CH3:13][C@H:7]([CH2:8][S:9]([CH3:12])(=[O:11])=[O:10])[C:6]([OH:14])=[O:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22860484HCID 22860484, compound

Product 1

HCID 15814191Propanoic acid, 2-methyl-3-(methylsulfonyl)-, (S)-Yield 71.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To 2.68 g of 2(S)-methyl-3-(methylsulfonyl)propionic acid t-butyl ester was added 20 mL of 4N hydrochlorid acid/dioxane and the mixture stirred at room temperature for 19 hours. The solvent was removed under reduced pressure to afford 2.18 g of crude product, which was recrystallized from ethyl acetate/hexane to yield 1.44 g of 2(S)-methyl-3-(methylsulfonyl)propionic acid as white crystals, mp 81°-83° C.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customto afford 2.18 g of crude product, which
  3. customwas recrystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-92f6e3ad92254932a411a7db47e2ae55
Source dataset
uspto-grants-1995_12
Patent number
US05475027

Reaction notes

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