Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1610680Generated: November 2, 2026

Water → (1RS,2SR)-2-amino-1-[4-(methylsulfonyl)phenyl]-3-[3-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-propanol

https://huagongshe.com/reaction/1610680

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant(4RS,5SR)-5-[4-(methylsulfonyl)phenyl]-4-[3-(1,1,2,2-tetrafluoroethoxy)benzyl]-1,3-oxazolidin-2-oneHCID 22261919—
SolventEthanolHCID 702—
Product(1RS,2SR)-2-amino-1-[4-(methylsulfonyl)phenyl]-3-[3-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-propanolHCID 22261449—

Reaction Steps

To a solution of (4RS,5SR)-5-[4-(methylsulfonyl)phenyl]-4-[3-(1,1,2,2-tetrafluoroethoxy)benzyl]-1,3-oxazolidin-2-one (1.80 g, 4.02 mmol) in ethanol (20 ml) was added 8N aqueous sodium hydroxide solution (1.51 ml, 12.07 mmol) and the mixture was heated under reflux for 3 hrs. To the reaction solution was added water (100 ml) and the mixture was extracted with ethyl acetate (200 ml×2). The extract was washed with water, dried over anhydrous magnesium sulfate and evaporated under reduced pressure. The residue was crystallized from hexane-diethyl ether to give the objective substance (1.49 g, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06982348B2
Source datasetuspto-grants-2006_01
ORD IDord-eb9f0f7f15054830811b96e7503844e2
Source noteuspto-grants-2006_01