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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1725243Generated: October 31, 2026

Hydrochloric Acid → (2S)-3-(4-{2-[Butyl(2,3-dimethoxybenzyl)amino]-2-oxoethoxy}phenyl)-2-ethoxypropanoic acid

https://huagongshe.com/reaction/1725243

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl (2S)-3-(4-{2-[butyl(2,3-dimethoxybenzyl)amino]-2-oxoethoxy}phenyl)-2-ethoxypropanoateHCID 68858245—
SolventAcetonitrileHCID 6342—
Product(2S)-3-(4-{2-[Butyl(2,3-dimethoxybenzyl)amino]-2-oxoethoxy}phenyl)-2-ethoxypropanoic acidHCID 11294425101.4%

Reaction Steps

To a solution of ethyl(2S)-3-(4-{2-[(2,3-dimethoxybenzyl)(butyl)amino]-2-oxoethoxy}phenyl)-2-ethoxypropanoate (1.02 g, 2.0 mmol) in acetonitrile (80 mL) was added aqueous 0.10 M LiOH (40 mL) and the reaction mixture was stirred at room temperature overnight. The solvent volume was reduced in vacuo and the remaining aqueous phase was acidified with 5% HCl and extracted with ethyl acetate (3×100 mL). The combined organic phase was washed with brine (75 mL), dried over Na2SO4, and concentrated in vacuo to afford 0.96 g (98%) of a light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07488844B2
Source datasetuspto-grants-2009_02
ORD IDord-1f52d40e3fc04bb9af46c50bcca7df95
Source noteuspto-grants-2009_02