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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2121445Generated: November 2, 2026

Methyl acetoacetate → Methyl 2-[(2-chloro-4-fluorophenyl)methylene]-3-oxobutanoate

https://huagongshe.com/reaction/2121445

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
Reactant2-Chloro-4-fluorobenzaldehydeHCID 145024—
ReactantPiperidine, acetateHCID 9793820—
SolventIsopropanolHCID 3776—
SolventDichloromethaneHCID 6344—
ProductMethyl 2-[(2-chloro-4-fluorophenyl)methylene]-3-oxobutanoateHCID 57252060—

Reaction Steps

50 g (315 mmol) of 2-chloro-4-fluoro-benzaldehyde and 36.6 g (315 mmol) of methyl acetoacetate are dissolved in 150 ml of isopropanol and admixed with 1.7 ml of piperadine acetate. The mixture is stirred at room temperature overnight and then diluted with methylene chloride and extracted with water, dried over sodium sulphate and concentrated. The crude product is reacted further, as cis-trans mixture.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06696451B1
Source datasetuspto-grants-2004_02
ORD IDord-f675262d25f245ec942c621efab08b4c
Source noteuspto-grants-2004_02