Water → 3-[(phenylsulfonyl)amino]propanoic acid

HRID 1469648Notes

Reaction equation

HRID 1469648 reaction equation
C([O:3][C:4](=[O:17])[CH2:5][CH2:6][NH:7][S:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:10])=[O:9])C.[OH-].[Na+].O>C(O)C>[C:11]1([S:8]([NH:7][CH2:6][CH2:5][C:4]([OH:17])=[O:3])(=[O:10])=[O:9])[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 3795547Ethyl 3-benzenesulfonamidopropanoate

Product 1

HCID 4170173-[(phenylsulfonyl)amino]propanoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Next, to a solution of 3-benzenesulfonylaminopropionic acid ethyl ester (340 mg, 1.32 mmol) in ethanol (15 mL) is added aqueous 1M NaOH (4 mL, 4.0 mmol) and the mixture is stirred at room temperature for 4 hours. The mixture is poured into water and is extracted with ether. The aqueous phase is acidified with aqueous 1M HCl and the solution is lyophilized to give 3-benzenesulfonylaminopropionic acid.

Workup

  1. extractionis extracted with ether

Sources & evidence

ORD record
ord-6f98c81c8ece437c858647097e92d8ab
Source dataset
uspto-grants-2015_04
Patent number
US09006249B2

Reaction notes

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