Hydrochloric Acid → HCID 71070120, compound

HRID 2202659Notes

Reaction equation

HRID 2202659 reaction equation
[CH:1]1([S:4]([NH:7][C:8](=[O:15])[CH2:9][C:10]([O:12]CC)=[O:11])(=[O:6])=[O:5])[CH2:3][CH2:2]1.O.[OH-].[Li+].Cl>C1COCC1.O>[CH:1]1([S:4]([NH:7][C:8](=[O:15])[CH2:9][C:10]([OH:12])=[O:11])(=[O:6])=[O:5])[CH2:3][CH2:2]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 117719731HCID 117719731, compound

Product 1

HCID 71070120HCID 71070120, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl 3-(cyclopropanesulfonamido)-3-oxopropanoate (0.48 g, 2.04 mmol) and lithium hydroxide monohydrate (0.17 g, 4.08 mmol) in THF (5 mL) and water (3 mL) was stirred at rt overnight. The pH of the reaction solution was adjusted to ˜6 by using 1N HCl and extracted with EtOAc (3×). Aq. layer was then saturated using ammonium sulfate and extracted with EtOAc (3×), dried (MgSO4), and concentrated to give 3-(cyclopropanesulfonamido)-3-oxopropanoic acid (0.4 g, 1.93 mmol, 95% yield) as a light brown solid. LCMS Anal. Calc'd for C6H9NO5S 207.02. found [M+H] 207.9.

Workup

  1. extractionextracted with EtOAc (3×)
  2. extractionextracted with EtOAc (3×)
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-7acdad40993343a6852cbf22ac50c0c6
Source dataset
uspto-grants-2016_06
Patent number
US09365558B2

Reaction notes

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