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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 579188Generated: October 30, 2026

Hydrochloric Acid → (R)-4-Cyclohexyl-oxazolidin-2-one

https://huagongshe.com/reaction/579188

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisopropylethylamineHCID 81531—
ReactantTriphosgeneHCID 94429—
Reactant(2R)-2-amino-2-cyclohexylethan-1-olHCID 13617488—
SolventDichloromethaneHCID 6344—
Product(R)-4-Cyclohexyl-oxazolidin-2-oneHCID 13347633—

Reaction Steps

To a solution of (R)-2-Amino-2-cyclohexyl-ethanol.HCl salt (1.0 g, 5.57 mmol, 1.0 equiv) in CH2Cl2 (30.0 mL) at 0° C. was added DIPEA (1.94 mL, 11.1 mmol, 2.0 equiv) followed by triphosgene (4.95 g, 16.7 mmol, 3.0 equiv) and the resulting solution was stirred at room temperature for 12 hours. The solution was then concentrated and the residue was diluted with EtOAc. The solution was washed with water, brine, dried over Na2SO4 and concentrated. The residue was purified by silica gel column chromatography, (EtOAc 100%) to give product 520 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040690B2
Source datasetuspto-grants-2015_05
ORD IDord-843538dc912c4361ab50ed643abc0dd7
Source noteuspto-grants-2015_05