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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1283751Generated: October 29, 2026

Water → Diethyl 2-ethoxycarbonyloxyiminomalonate

https://huagongshe.com/reaction/1283751

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl chloroformateHCID 10928—
ReactantSodium BicarbonateHCID 516892—
ReactantDiethyl (hydroxyimino)malonateHCID 6399380—
SolventAcetoneHCID 180—
ProductDiethyl 2-ethoxycarbonyloxyiminomalonateHCID 20567995101.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of diethyl 2-hydroxyiminomalonate (18.9 g), water (50 ml) and acetone (8 ml) is cooled at 0°C, and ethyl chloroformate (9.8 g) is dropwise added thereto. The resulting mixture is, after adjusted to pH 7 to 8 with the addition of an aqueous solution of sodium hydrogencarbonate, stirred at room temperature for 4 hours. The reaction mixture is extracted with ether, and the ether layer is washed with an aqueous solution of sodium chloride, dried and concentrated to give diethyl 2-ethoxycarbonyloxyiminomalonate (24 g) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03976635
Source datasetuspto-grants-1976_08
ORD IDord-03b5619f8c8840129fa6e04404648d1c
Source noteuspto-grants-1976_08