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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1610634Generated: October 26, 2026

Water → (1RS,2SR)-2-amino-3-(4-tert-butoxyphenyl)-1-(3-chlorophenyl)propan-1-ol

https://huagongshe.com/reaction/1610634

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant(4RS,5SR)-4-(4-tert-butoxybenzyl)-5-(3-chlorophenyl)-1,3-oxazolidin-2-oneHCID 22262068—
SolventEthanolHCID 702—
Product(1RS,2SR)-2-amino-3-(4-tert-butoxyphenyl)-1-(3-chlorophenyl)propan-1-olHCID 22261849—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of (4RS,5SR)-4-(4-tert-butoxybenzyl)-5-(3-chlorophenyl)-1,3-oxazolidin-2-one (3.80 g, 10.6 mmol) in ethanol (20 ml) was added 8N aqueous sodium hydroxide solution (3.96 ml, 31.7 mmol), and the mixture was stirred at 80° C. for 6 hrs. To the reaction solution was added water (20 ml) and the mixture was extracted with ethyl acetate (50 ml×2). The extract was washed with water and saturated brine, dried (anhydrous magnesium sulfate) and evaporated under reduced pressure. The residue was recrystallized from hexane-ethyl acetate to give the objective substance (2.67 g, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06982348B2
Source datasetuspto-grants-2006_01
ORD IDord-18fd88d2019e41b18d820133f4a35f18
Source noteuspto-grants-2006_01