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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1532747Generated: October 31, 2026

Acetic Acid → HCID 22013889, compound

https://huagongshe.com/reaction/1532747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPiperidineHCID 8082—
ReactantDiisopropyl malonateHCID 83223—
Reactant4-[2-(5-Methyl-2-phenyloxazol-4-yl)ethoxy]benzaldehydeHCID 10757106—
SolventTolueneHCID 1140—
ProductHCID 22013889HCID 2201388988%

Reaction Steps

To a solution of 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzaldehyde (3.07 g, 10 mmol) synthesized according to the method described in WO95/18125 in toluene (40 ml) were added diisopropyl malonate (1.88 g, 10 mmol), acetic acid (300 mg) and piperidine (425 mg). While removing water through Dean-Stark trap, the mixture was refluxed under heating. Eight hours later, toluene was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (developing solvent; hexane:ethyl acetate=75:25) and the fraction containing the objective substance was concentrated under reduced pressure to give the title compound (4.2 g, yield 88%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06204277B1
Source datasetuspto-grants-2001_03
ORD IDord-ecfa2bd806f941b0acffa5230ebdfe50
Source noteuspto-grants-2001_03