Hydrochloric Acid → 3-(3-Methoxy-benzenesulfonylamino)-propionic acid

HRID 1700174Notes

Reaction equation

HRID 1700174 reaction equation
C([O:3][C:4](=[O:19])[CH2:5][CH2:6][NH:7][S:8]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=1)(=[O:10])=[O:9])C.[OH-].[Na+].Cl>CCO>[CH3:18][O:17][C:13]1[CH:12]=[C:11]([S:8]([NH:7][CH2:6][CH2:5][C:4]([OH:19])=[O:3])(=[O:10])=[O:9])[CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 700249813-(3-Methoxy-benzenesulfonylamino)-propionic acid ethyl ester

Product 1

HCID 186294403-(3-Methoxy-benzenesulfonylamino)-propionic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 3-(3-methoxy-benzenesulfonylamino)-propionic acid ethyl ester (5.62 g), prepared as described in Step F, in 200 mL of EtOH at room temperature was added 1N NaOH (20.54 mL). After stirring overnight, 1 N HCl solution was added until pH <5. The reaction was concentrated in vacuo to remove the EtOH, the residue partitioned between EtOAc and water, washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo to provide the title compound.

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customto remove the EtOH
  3. customthe residue partitioned between EtOAc and water
  4. washwashed with brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d194055d38c94fbea270701fa919440e
Source dataset
uspto-grants-2002_02
Patent number
US06350755B1

Reaction notes

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