Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 747405Generated: October 27, 2026

Methyl Ethyl Ketone → ethyl N-[4-(4-chlorophenyl)-5-[3-(2-methoxyphenoxy)propyl]-2-oxazolyl]isonipecotate

https://huagongshe.com/reaction/747405

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl Ethyl KetoneHCID 6569—
ReactantEthyl 4-piperidinecarboxylateHCID 70770—
Reactant2-Chloro-4-(4-chlorophenyl)-5-[3-(2-methoxyphenoxy)propyl]oxazoleHCID 10959800—
SolventEthyl AcetateHCID 8857—
Productethyl N-[4-(4-chlorophenyl)-5-[3-(2-methoxyphenoxy)propyl]-2-oxazolyl]isonipecotateHCID 1817471769.2%

Reaction Steps

A mixture of 2-chloro-4-(4-chlorophenyl)-5-[3-(2-methoxyphenoxy)propyl]oxazole (378 mg), ethyl isonipecotate (1.57 g) and 2-butanone (10 ml) was stirred with heating under reflux for 6 hours. The reaction mixture was diluted with ethyl acetate (100 ml), and the organic layer was washed with a 10% aqueous solution of citric acid (50 ml) and dried over anhydrous magnesium sulfate. After the organic layer was concentrated, the residue was recrystallized from ethyl acetate-hexane to give ethyl N-[4-(4-chlorophenyl)-5-[3-(2-methoxyphenoxy)propyl]-2-oxazolyl]isonipecotate as pale yellow prisms (345 mg, 69%). Melting point 80-81° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07396848B1
Source datasetuspto-grants-2008_07
ORD IDord-429e8ca74fcf4201972fb44753d12603
Source noteuspto-grants-2008_07