Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 565220Generated: October 29, 2026

Methyl 4-methoxyacetoacetate → HCID 54115946, compound

https://huagongshe.com/reaction/565220

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-methoxyacetoacetateHCID 123500—
Reactant3,4-DifluorobenzaldehydeHCID 588088—
ReactantPiperidinium acetateHCID 3014295—
SolventBenzeneHCID 241—
ProductHCID 54115946HCID 5411594642,970.199%

Reaction Steps

To a solution of methyl 4-methoxyacetoacetate (84.32 g, 0.577 mol), 3,4-difluorobenzaldehyde (82 g, 0.577 mmol), and piperidinium acetate (5.86 g, 0.068 mol) in benzene (1.5 L) were added molecular sieves (400 g) and the mixture was stirred at room temperature for 48 h. The molecular sieves were removed by filtration and the solvent was evaporated from the filtrate under reduced pressure. The residue was purified by column chromatography on silica gel using chloroform/ethyl acetate (100:3) to get the product as an oil (67 g, 47%). This product was a mixture of cis and trans isomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06172066B2
Source datasetuspto-grants-2001_01
ORD IDord-2f019379e9124518a3a1e9683211be2e
Source noteuspto-grants-2001_01