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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237755Generated: October 30, 2026

Ethyl Acrylate → 2-(4-Cyclohexyl-phenoxymethyl)-2,3,5,6-tetrahydro-oxazolo[3,2-a]pyrimidin-7-one

https://huagongshe.com/reaction/237755

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcrylateHCID 8821—
ReactantHeptaneHCID 8900—
Reactant5-(4-Cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamineHCID 66875120—
SolventEthanolHCID 702—
SolventDichloromethaneHCID 6344—
Product2-(4-Cyclohexyl-phenoxymethyl)-2,3,5,6-tetrahydro-oxazolo[3,2-a]pyrimidin-7-oneHCID 2507299626.2%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine (350 mg, 1.28 mmol) in ethanol (6 mL) was added ethyl acrylate (255.8 mg, 2.56 mmol). The reaction mixture was heated in a microwave oven at 150° C. for 40 min. The solvent was removed under vacuum, and the residue purified via flash column chromatography (silica gel, 0.5-12% EtOH/CH2Cl2) to afford an oil, which was dissolved in a small amount of methylene chloride and to which was then added heptane. A white solid precipitated to afford 110 mg of 2-(4-cyclohexyl-phenoxymethyl)-2,3,5,6-tetrahydro-oxazolo[3,2-a]pyrimidin-7-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642603B2
Source datasetuspto-grants-2014_02
ORD IDord-625bb452c0c344cea48c956890644473
Source noteuspto-grants-2014_02