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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1659471Generated: October 25, 2026

Diethyl Oxalate → Ethyl 6-(4-chlorophenyl)-2,4-dioxo-hex-5-enoate

https://huagongshe.com/reaction/1659471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl OxalateHCID 7268—
Reactant4-ChlorobenzalacetoneHCID 98183—
ReactantSodium ethoxideHCID 2723922—
SolventDiethyl EtherHCID 3283—
ProductEthyl 6-(4-chlorophenyl)-2,4-dioxo-hex-5-enoateHCID 610034—

Reaction Steps

A solution of 4-(4-chlorophenyl)-3-buten-2-one (27.1 g) and diethyl oxalate (21.9 g) in dry diethyl ether (200 ml) was added dropwise over 15 minutes to a stirred suspension of sodium ethoxide (3.45 g of sodium dissolved in absolute ethanol and excess ethanol evaporated off) in dry diethyl ether (400 ml) cooled to 5°-10° C. by an ice bath. A yellow solid began to precipitate after 5 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04304728
Source datasetuspto-grants-1981_12
ORD IDord-c2d7e52028864e0a956fe594900bc10e
Source noteuspto-grants-1981_12