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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735592Generated: October 29, 2026

Hydrochloric Acid → (s)-Ethyl 3-amino-3-(3-nitrophenyl)propanoate hydrochloride salt

https://huagongshe.com/reaction/735592

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanolHCID 702—
ReactantThionyl ChlorideHCID 24386—
Reactant(s)-3-Amino-3-(3-nitrophenyl)propionic acidHCID 706689—
Solvent1,4-DioxaneHCID 31275—
Product(s)-Ethyl 3-amino-3-(3-nitrophenyl)propanoate hydrochloride saltHCID 8661493592%

Reaction Conditions

Temperature-10 °C

Reaction Steps

(S)-3-Amino-3-(3-nitrophenyl)propanoic acid (500 mg, 2.4 mmol) was dissolved in 2.0HCl in dioxane (2 mL) and concentrated in vacuo. In a separate flask thionyl chloride (0.21 mL, 2.8 mmol) was added to ethanol at −10° C. The ethanolic solution was stirred for 20 min at −10° C. then added to the HCl salt of (S)-3-amino-3-(3-nitrophenyl)propanoic acid. The resulting solution was stirred at ambient temperature for 1 h and at 40° C. for 3 h. The reaction mixture was concentrated in vacuo to yield 34A (600 mg, 92%) as a white solid. MS (ESI) m/z 239.09 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592331B2
Source datasetuspto-grants-2009_09
ORD IDord-fabc1dade65d4918b32873729320a8e8
Source noteuspto-grants-2009_09