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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 885180Generated: October 31, 2026

Hydrochloric Acid → (S)-2-amino-4-[1-(4-chloro-phenyl)-cyclopropyl]-butan-1-ol

https://huagongshe.com/reaction/885180

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(S)-4-{2-[1-(4-chloro-phenyl)-cyclopropyl]-ethyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl esterHCID 67177641—
SolventEthanolHCID 702—
Product(S)-2-amino-4-[1-(4-chloro-phenyl)-cyclopropyl]-butan-1-olHCID 6717917885.6%

Reaction Steps

To (S)-4-{2-[1-(4-chloro-phenyl)-cyclopropyl]-ethyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (0.5 g) was added under an argon atmosphere 5.5 M HCl solution in ethanol (2 ml). The mixture was stirred for 16 h. The mixture was concentrated. The residue was dissolved in dichloromethane and an excess of ammonia in methanol and some silica gel was added. The solvents were evaporated and the crude product was purified by column chromatography (column: Isolute® Flash-NH2 from Separtis; eluent: dichloromethane/methanol=90:10) to give (S)-2-amino-4-[1-(4-chloro-phenyl)-cyclopropyl]-butan-1-ol (0.27 g) as a white solid. MS (ISP): 240.2 ([M+H]+)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242153B2
Source datasetuspto-grants-2012_08
ORD IDord-4f0254fa2fe543c1940a40c30698dc9c
Source noteuspto-grants-2012_08