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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890695Generated: October 27, 2026

Methyl acetoacetate → sodium (2E)-4-methoxy4-oxo-2-buten-2-olate

https://huagongshe.com/reaction/890695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178418361HCID 178418361—
SolventTetrahydrofuranHCID 8028—
Productsodium (2E)-4-methoxy4-oxo-2-buten-2-olateHCID 23681258—

Reaction Steps

60 g of a 30% strength sodium hydride suspension in mineral oil (744 mmol of NaH) are suspended in 250 ml of dry THF in an inert gas atmosphere. 86.4 g (744 mmol) of methyl acetoacetate in 200 ml of THF are slowly added dropwise, the resulting hydrogen being led directly into the waste air. After dropwise addition has taken place, the mixture is stirred at reflux for half an hour and then cooled. The solvent is stripped off in vacuo and the residual solid is washed with diethyl ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06998402B2
Source datasetuspto-grants-2006_02
ORD IDord-98ca9861945145df9681476471c7d59d
Source noteuspto-grants-2006_02