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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1976582Generated: October 31, 2026

Methyl 4-methoxyacetoacetate → HCID 54115946, compound

https://huagongshe.com/reaction/1976582

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 numberUS06228861B1
Source datasetuspto-grants-2001_05
ORD IDord-55b80c67558e4b89bc00a446b8387bba
Source noteuspto-grants-2001_05